General Information
ZINC ID ZINC000049112005
Molecular Weight (Da)481
SMILESCC(=O)N[C@@H]1CC2(CCCCC2)Oc2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)cc21
Molecular FormulaC27Cl2N2O2
ActionInverse Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity131.575
HBA3
HBD1
Rotatable Bonds3
Heavy Atoms33
LogP6.75
Activity (Ki) in nM3890.451
Polar Surface Area (PSA)51.22
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 binding1.062
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms18
Fraction csp30.33
Ilogp4.29
Xlogp36.61
Wlogp7.06
Mlogp4.92
Silicos-it log p6.88
Consensus log p5.95
Esol log s-7.13
Esol solubility (mg/ml)0.0000358
Esol solubility (mol/l)7.44E-08
Esol classPoorly sol
Ali log s-7.49
Ali solubility (mg/ml)0.0000157
Ali solubility (mol/l)3.27E-08
Ali classPoorly sol
Silicos-it logsw-10.24
Silicos-it solubility (mg/ml)2.79E-08
Silicos-it solubility (mol/l)5.79E-11
Silicos-it classInsoluble
Pgp substrate
Log kp (cm/s)-4.54
Lipinski number of violations1
Ghose number of violations3
Veber number of violations0
Egan number of violations1
Muegge number of violations1
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations2
Synthetic accessibility4.65
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-7.406
Logd4.456
Logp7.064
F (20%)0.003
F (30%)0.038
Mdck8.97E-06
Ppb0.9955
Vdss1.336
Fu0.0138
Cyp1a2-inh0.344
Cyp1a2-sub0.753
Cyp2c19-inh0.669
Cyp2c19-sub0.07
Cl2.428
T120.018
H-ht0.967
Dili0.935
Roa0.24
Fdamdd0.96
Skinsen0.043
Ec0.003
Ei0.007
Respiratory0.782
Bcf3.395
Igc505.187
Lc507.133
Lc50dm6.215
Nr-ar0.053
Nr-ar-lbd0.331
Nr-ahr0.883
Nr-aromatase0.767
Nr-er0.392
Nr-er-lbd0.012
Nr-ppar-gamma0.861
Sr-are0.887
Sr-atad50.496
Sr-hse0.565
Sr-mmp0.869
Sr-p530.935
Vol476.397
Dense1.008
Flex0.133
Nstereo1
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable2
Skin sensitization1
Acute aquatic toxicity1
Toxicophores0
Qed0.425
Synth3.542
Fsp30.333
Mce-18124.444
Natural product-likeness-0.29
Alarm nmr0
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleAccepted