General Information
ZINC ID ZINC000084668495
Molecular Weight (Da)564
SMILESCc1c(C(=O)N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(Cl)cc1
Molecular FormulaC27Cl3N4O3
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity147.547
HBA4
HBD1
Rotatable Bonds6
Heavy Atoms37
LogP7.636
Activity (Ki) in nM6760.83
Polar Surface Area (PSA)76.46
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 binding0.942
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms17
Fraction csp30.37
Ilogp4.78
Xlogp36.85
Wlogp6.56
Mlogp4.79
Silicos-it log p5.54
Consensus log p5.7
Esol log s-7.46
Esol solubility (mg/ml)0.0000194
Esol solubility (mol/l)3.44E-08
Esol classPoorly sol
Ali log s-8.27
Ali solubility (mg/ml)0.00000306
Ali solubility (mol/l)5.43E-09
Ali classPoorly sol
Silicos-it logsw-8.82
Silicos-it solubility (mg/ml)0.00000085
Silicos-it solubility (mol/l)1.52E-09
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-4.88
Lipinski number of violations2
Ghose number of violations3
Veber number of violations0
Egan number of violations1
Muegge number of violations1
Bioavailability score0.17
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations3
Synthetic accessibility4.35
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-7.25
Logd5.032
Logp6.705
F (20%)0.001
F (30%)0.001
Mdck9.76E-06
Ppb1.0032
Vdss1.417
Fu0.0213
Cyp1a2-inh0.103
Cyp1a2-sub0.547
Cyp2c19-inh0.895
Cyp2c19-sub0.294
Cl4.864
T120.024
H-ht0.972
Dili0.966
Roa0.514
Fdamdd0.622
Skinsen0.063
Ec0.003
Ei0.007
Respiratory0.041
Bcf2.255
Igc504.927
Lc505.873
Lc50dm5.669
Nr-ar0.096
Nr-ar-lbd0.017
Nr-ahr0.884
Nr-aromatase0.88
Nr-er0.696
Nr-er-lbd0.308
Nr-ppar-gamma0.614
Sr-are0.871
Sr-atad50.013
Sr-hse0.739
Sr-mmp0.931
Sr-p530.958
Vol530.949
Dense1.059
Flex0.32
Nstereo1
Nongenotoxic carcinogenicity2
Ld50 oral2
Genotoxic carcinogenicity mutagenicity2
Surechembl0
Nonbiodegradable3
Skin sensitization0
Acute aquatic toxicity2
Toxicophores1
Qed0.373
Synth2.976
Fsp30.37
Mce-1891.568
Natural product-likeness-1.502
Alarm nmr0
Bms0
Chelating0
Pfizer2
GskRejected
GoldentriangleRejected