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Literature summary for 3.1.4.4 extracted from

  • Lavieri, R.R.; Scott, S.A.; Selvy, P.E.; Kim, K.; Jadhav, S.; Morrison, R.D.; Daniels, J.S.; Brown, H.A.; Lindsley, C.W.
    Design, synthesis, and biological evaluation of halogenated N-(2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)ethyl)benzamides: discovery of an isoform-selective small molecule phospholipase D2 inhibitor (2010), J. Med. Chem., 53, 6706-6719.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
(1S,2S)-N-[(2S)-1-[4-(5-bromo-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propan-2-yl]-2-phenylcyclopropanecarboxamide
-
Homo sapiens
1-(3,4-difluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-(3-bromophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-(3-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-(4-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-(4-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
1-benzyl-4-carbonoimidoyl-N-(3,4-difluorophenyl)piperidin-4-amine
-
Homo sapiens
1-benzyl-4-carbonoimidoyl-N-(3-chlorophenyl)piperidin-4-amine
-
Homo sapiens
1-benzyl-4-carbonoimidoyl-N-(3-fluorophenyl)piperidin-4-amine
-
Homo sapiens
1-benzyl-4-carbonoimidoyl-N-(4-chlorophenyl)piperidin-4-amine
-
Homo sapiens
1-benzyl-4-carbonoimidoyl-N-(4-fluorophenyl)piperidin-4-amine
-
Homo sapiens
1-benzyl-4-[(3,4-difluorophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-4-[(3-bromophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-4-[(3-chlorophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-4-[(3-fluorophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-4-[(4-chlorophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-4-[(4-fluorophenyl)amino]piperidine-4-carboxamide
-
Homo sapiens
1-benzyl-N-(4-bromophenyl)-4-carbonoimidoylpiperidin-4-amine
-
Homo sapiens
1-benzylpiperidin-4-one
-
Homo sapiens
4-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide
-
Homo sapiens
4-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide
-
Homo sapiens
5-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
-
Homo sapiens
5-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
-
Homo sapiens
8-(2-aminoethyl)-1-(3,4-difluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-(2-aminoethyl)-1-(3-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-(2-aminoethyl)-1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-(2-aminoethyl)-1-(4-bromophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-(2-aminoethyl)-1-(4-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-(2-aminoethyl)-1-(4-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(3,4-difluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(3-bromophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(3-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(4-chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
8-benzyl-1-(4-fluorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
-
Homo sapiens
halopemide
-
Homo sapiens
additional information design, synthesis, and biological evaluation of halogenated N-(2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)ethyl)benzamides as inhibitors of PLD2 or dual PLD1/PLD2 inhibitors, overview Homo sapiens
N-(2-(1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]decan-8-yl)ethyl)-2-naphthamide an isoform-selective small molecule phospholipase D2 inhibitor Homo sapiens
N-[(2S)-1-[4-(5-chloro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propan-2-yl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)ethyl]quinoline-3-carboxamide
-
Homo sapiens
N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
-
Homo sapiens
N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
-
Homo sapiens
N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
-
Homo sapiens
N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
-
Homo sapiens
N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
-
Homo sapiens
N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
-
Homo sapiens
N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
-
Homo sapiens
N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
-
Homo sapiens
N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
-
Homo sapiens
N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
-
Homo sapiens
N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
-
Homo sapiens
N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
Calu-1 cell
-
Homo sapiens
-
MDA-MB-231 cell
-
Homo sapiens
-

Synonyms

Synonyms Comment Organism
phospholipase D1
-
Homo sapiens
phospholipase D2
-
Homo sapiens
PLD1
-
Homo sapiens
PLD2
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000034
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.000004
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.000004
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.000005
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.000009
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.00002
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.000023
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.000025
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens 5-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
0.00003
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00003
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens 5-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
0.00004
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00005
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.00005
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.000063
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-2-carboxamide
0.00008
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.0001
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.0002
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00021
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens 5-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
0.00025
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.00029
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens 5-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-1H-indole-2-carboxamide
0.000335
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.00035
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.00036
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00039
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.00061
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens 4-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide
0.000655
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.00087
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.0012
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.0015
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.0017
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.002
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00206
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00227
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.0025
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-2-carboxamide
0.00266
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-5-fluoro-1H-indole-2-carboxamide
0.0027
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.0028
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.00347
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.0035
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]quinoline-3-carboxamide
0.00559
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.00567
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-chlorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.00578
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(3,4-difluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.0059
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]naphthalene-2-carboxamide
0.0067
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens 4-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide
0.008
-
isozyme PLD2, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.01
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens N-[2-[1-(4-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]-4-fluorobenzamide
0.012
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens 4-fluoro-N-[2-[1-(3-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide
0.014
-
isozyme PLD1, pH and temperature not specified in the publication Homo sapiens 4-fluoro-N-[2-[1-(4-fluorophenyl)-4-oxo-1,3,8-triazaspiro[4.5]dec-8-yl]ethyl]benzamide