General Information
ZINC ID ZINC000072106344
Molecular Weight (Da)445
SMILESCCCCc1[nH]c2ccc(-c3ccco3)cc2c(=O)c1C(=O)NC12CC3CC(CC(C3)C1)C2
Molecular FormulaC28N2O3
ActionInverse Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity124.945
HBA3
HBD2
Rotatable Bonds6
Heavy Atoms33
LogP5.522
Activity (Ki) in nM131.826
Polar Surface Area (PSA)75.1
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 binding1.05834031
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms15
Fraction csp30.5
Ilogp3.91
Xlogp36.15
Wlogp5.83
Mlogp3.22
Silicos-it log p6.49
Consensus log p5.12
Esol log s-6.35
Esol solubility (mg/ml)2.01E-04
Esol solubility (mol/l)4.52E-07
Esol classPoorly sol
Ali log s-7.51
Ali solubility (mg/ml)1.37E-05
Ali solubility (mol/l)3.09E-08
Ali classPoorly sol
Silicos-it logsw-8.89
Silicos-it solubility (mg/ml)5.77E-07
Silicos-it solubility (mol/l)1.30E-09
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-4.65
Lipinski number of violations0
Ghose number of violations2
Veber number of violations0
Egan number of violations0
Muegge number of violations1
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations2
Synthetic accessibility5.76
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.96
Logd4.533
Logp5.888
F (20%)0.004
F (30%)0.808
Mdck3.38E-05
Ppb0.9696
Vdss2.14
Fu0.0103
Cyp1a2-inh0.28
Cyp1a2-sub0.129
Cyp2c19-inh0.683
Cyp2c19-sub0.059
Cl2.235
T120.016
H-ht0.508
Dili0.167
Roa0.968
Fdamdd0.693
Skinsen0.05
Ec0.003
Ei0.014
Respiratory0.958
Bcf2.335
Igc505.078
Lc506.294
Lc50dm6.413
Nr-ar0.002
Nr-ar-lbd0.003
Nr-ahr0.929
Nr-aromatase0.396
Nr-er0.405
Nr-er-lbd0.004
Nr-ppar-gamma0.385
Sr-are0.715
Sr-atad50.177
Sr-hse0.906
Sr-mmp0.752
Sr-p530.905
Vol468.778
Dense0.948
Flex30
Nstereo0.233
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable0
Skin sensitization1
Acute aquatic toxicity0
Toxicophores0
Qed3
Synth0.502
Fsp33.933
Mce-180.5
Natural product-likeness79.238
Alarm nmr-0.535
Bms0
Chelating0
Pfizer0
GskAccepted
GoldentriangleRejected