General Information
ZINC ID ZINC000027754133
Molecular Weight (Da)342
SMILESCC1=CC[C@H]2[C@@H](C1)c1c(O)cc(C/C=C/CCCO)cc1OC2(C)C
Molecular FormulaC22O3
ActionPartial Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity104.091
HBA3
HBD2
Rotatable Bonds5
Heavy Atoms25
LogP4.87
Activity (Ki) in nM53.7032
Polar Surface Area (PSA)49.69
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 binding0.875
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms6
Fraction csp30.55
Ilogp3.96
Xlogp35.86
Wlogp4.87
Mlogp3.65
Silicos-it log p5.02
Consensus log p4.67
Esol log s-5.5
Esol solubility (mg/ml)0.00108
Esol solubility (mol/l)0.00000314
Esol classModerately
Ali log s-6.68
Ali solubility (mg/ml)0.0000723
Ali solubility (mol/l)0.00000021
Ali classPoorly sol
Silicos-it logsw-5.04
Silicos-it solubility (mg/ml)0.00311
Silicos-it solubility (mol/l)0.00000908
Silicos-it classModerately soluble
Pgp substrate
Log kp (cm/s)-4.23
Lipinski number of violations0
Ghose number of violations0
Veber number of violations0
Egan number of violations0
Muegge number of violations1
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts1
Leadlikeness number of violations1
Synthetic accessibility4.32
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-2.534
Logd4.152
Logp5.885
F (20%)0.99
F (30%)0.996
Mdck-
Ppb99.80%
Vdss4.763
Fu1.23%
Cyp1a2-inh0.389
Cyp1a2-sub0.336
Cyp2c19-inh0.581
Cyp2c19-sub0.197
Cl4.323
T120.373
H-ht0.927
Dili0.053
Roa0.057
Fdamdd0.947
Skinsen0.766
Ec0.004
Ei0.085
Respiratory0.254
Bcf2.101
Igc504.624
Lc505.416
Lc50dm6.044
Nr-ar0.021
Nr-ar-lbd0.01
Nr-ahr0.618
Nr-aromatase0.791
Nr-er0.147
Nr-er-lbd0.073
Nr-ppar-gamma0.576
Sr-are0.607
Sr-atad50.009
Sr-hse0.823
Sr-mmp0.913
Sr-p530.528
Vol376.587
Dense0.909
Flex0.294
Nstereo2
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable0
Skin sensitization1
Acute aquatic toxicity-
Toxicophores1
Qed0.592
Synth3.803
Fsp30.545
Mce-1862.588
Natural product-likeness2.676
Alarm nmr0
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleAccepted