General Information
ZINC ID ZINC000045337442
Molecular Weight (Da)519
SMILESN#CCc1c(C(=O)N[C@H](Cc2ccccc2)C(=O)O)nn(-c2ccccc2Cl)c1-c1ccc(Cl)cc1
Molecular FormulaC27Cl2N4O3
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity139.229
HBA3
HBD1
Rotatable Bonds9
Heavy Atoms36
LogP5.908
Activity (Ki) in nM4466.84
Polar Surface Area (PSA)108.01
Chemical Structure
Pharmacokinetic Properties (AdmetSAR)
Human intestinal absorption+
Caco-2-
Blood brain barrier+
P-glycoprotein inhibitior+
P-glycoprotein substrate-
Cyp3a4 substrate+
Cyp2c9 substrate-
Cyp2d6 substrate-
Cyp3a4 inhibition-
Cyp2c9 inhibition+
Cyp2c19 inhibition-
Cyp2d6 inhibition-
Cyp1a2 inhibition-
Acute oral toxicity+
Carcinogenicity (binary)-
Ames mutagenesis-
Human ether-a-go-go-related
gene inhibition
+
Biodegradation-
Glucocorticoid receptor binding+
Thyroid receptor binding+
Androgen receptor binding+
Plasma protein binding1.31536948
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms23
Fraction csp30.11
Ilogp3.41
Xlogp35.66
Wlogp5.34
Mlogp3.65
Silicos-it log p5.33
Consensus log p4.68
Esol log s-6.5
Esol solubility (mg/ml)0.000162
Esol solubility (mol/l)0.00000031
Esol classPoorly sol
Ali log s-7.69
Ali solubility (mg/ml)0.0000105
Ali solubility (mol/l)2.03E-08
Ali classPoorly sol
Silicos-it logsw-9.31
Silicos-it solubility (mg/ml)0.00000025
Silicos-it solubility (mol/l)4.89E-10
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.45
Lipinski number of violations1
Ghose number of violations2
Veber number of violations0
Egan number of violations0
Muegge number of violations1
Bioavailability score0.56
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations3
Synthetic accessibility3.92
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-4.352
Logd3.852
Logp4.429
F (20%)0.002
F (30%)0.001
Mdck-
Ppb97.92%
Vdss0.367
Fu0.65%
Cyp1a2-inh0.296
Cyp1a2-sub0.043
Cyp2c19-inh0.632
Cyp2c19-sub0.053
Cl0.605
T120.234
H-ht0.703
Dili0.989
Roa0.944
Fdamdd0.132
Skinsen0.033
Ec0.003
Ei0.008
Respiratory0.814
Bcf0.599
Igc504.236
Lc505.395
Lc50dm5.062
Nr-ar0.009
Nr-ar-lbd0.457
Nr-ahr0.735
Nr-aromatase0.875
Nr-er0.61
Nr-er-lbd0.038
Nr-ppar-gamma0.97
Sr-are0.771
Sr-atad50.351
Sr-hse0.464
Sr-mmp0.635
Sr-p530.935
Vol502.555
Dense1.031
Flex0.346
Nstereo1
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable1
Skin sensitization1
Acute aquatic toxicity-
Toxicophores2
Qed0.327
Synth2.892
Fsp30.111
Mce-1848
Natural product-likeness-1.004
Alarm nmr0
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleRejected