General Information
ZINC ID ZINC000095556004
Molecular Weight (Da)356
SMILESCC[C@@H]1COc2cccc3c(=O)c(C(=O)N[C@@H](C)CCC(C)C)cn1c23
Molecular FormulaC21N2O3
ActionAgonist
Chemical Structure
Physicochemical Details
Molar Refractivity99.659
HBA3
HBD1
Rotatable Bonds6
Heavy Atoms26
LogP4.443
Activity (Ki) in nM15.849
Polar Surface Area (PSA)60.33
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 binding0.78934478
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms10
Fraction csp30.52
Ilogp3.81
Xlogp34.92
Wlogp3.9
Mlogp2.22
Silicos-it log p4.06
Consensus log p3.78
Esol log s-4.97
Esol solubility (mg/ml)3.80E-03
Esol solubility (mol/l)1.07E-05
Esol classModerately
Ali log s-5.92
Ali solubility (mg/ml)4.25E-04
Ali solubility (mol/l)1.19E-06
Ali classModerately
Silicos-it logsw-5.66
Silicos-it solubility (mg/ml)7.80E-04
Silicos-it solubility (mol/l)2.19E-06
Silicos-it classModerately soluble
Pgp substrate
Log kp (cm/s)-4.98
Lipinski number of violations0
Ghose number of violations0
Veber number of violations0
Egan number of violations0
Muegge number of violations0
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations2
Synthetic accessibility3.99
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.561
Logd3.817
Logp4.542
F (20%)0.002
F (30%)0.004
Mdck2.19E-05
Ppb0.9049
Vdss0.863
Fu0.0637
Cyp1a2-inh0.51
Cyp1a2-sub0.75
Cyp2c19-inh0.838
Cyp2c19-sub0.627
Cl3.908
T120.079
H-ht0.972
Dili0.906
Roa0.12
Fdamdd0.949
Skinsen0.52
Ec0.003
Ei0.014
Respiratory0.59
Bcf1.407
Igc504.355
Lc505.288
Lc50dm5.093
Nr-ar0.089
Nr-ar-lbd0.003
Nr-ahr0.394
Nr-aromatase0.07
Nr-er0.296
Nr-er-lbd0.011
Nr-ppar-gamma0.059
Sr-are0.41
Sr-atad50.007
Sr-hse0.048
Sr-mmp0.346
Sr-p530.52
Vol378.648
Dense0.941
Flex17
Nstereo0.412
Nongenotoxic carcinogenicity2
Ld50 oral2
Genotoxic carcinogenicity mutagenicity0
Surechembl4
Nonbiodegradable0
Skin sensitization1
Acute aquatic toxicity0
Toxicophores0
Qed1
Synth0.854
Fsp33.328
Mce-180.524
Natural product-likeness59.375
Alarm nmr-0.433
Bms0
Chelating0
Pfizer0
GskRejected
GoldentriangleRejected