General Information
ZINC ID ZINC000072178968
Molecular Weight (Da)457
SMILESCCCCOc1c(OC)c([N+](=O)[O-])cc2cc(C(=O)NCCc3ccc(F)cc3)c(=O)[nH]c12
Molecular FormulaC23F1N3O6
ActionInverse Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity120.562
HBA4
HBD2
Rotatable Bonds10
Heavy Atoms33
LogP4.222
Activity (Ki) in nM1.413
Polar Surface Area (PSA)123.56
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 binding0.95321989
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms16
Fraction csp30.3
Ilogp2.91
Xlogp34.45
Wlogp4.16
Mlogp2.19
Silicos-it log p3.59
Consensus log p3.46
Esol log s-5.11
Esol solubility (mg/ml)3.53E-03
Esol solubility (mol/l)7.72E-06
Esol classModerately
Ali log s-6.82
Ali solubility (mg/ml)6.92E-05
Ali solubility (mol/l)1.51E-07
Ali classPoorly sol
Silicos-it logsw-7.93
Silicos-it solubility (mg/ml)5.36E-06
Silicos-it solubility (mol/l)1.17E-08
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.93
Lipinski number of violations0
Ghose number of violations0
Veber number of violations1
Egan number of violations0
Muegge number of violations0
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts2
Leadlikeness number of violations3
Synthetic accessibility3.41
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-4.587
Logd3.502
Logp3.829
F (20%)0.002
F (30%)0.001
Mdck5.78E-05
Ppb1.0005
Vdss0.336
Fu0.0068
Cyp1a2-inh0.759
Cyp1a2-sub0.438
Cyp2c19-inh0.928
Cyp2c19-sub0.081
Cl4.43
T120.206
H-ht0.748
Dili0.844
Roa0.171
Fdamdd0.883
Skinsen0.385
Ec0.003
Ei0.01
Respiratory0.277
Bcf0.995
Igc503.982
Lc505.471
Lc50dm6.369
Nr-ar0.165
Nr-ar-lbd0.032
Nr-ahr0.793
Nr-aromatase0.837
Nr-er0.171
Nr-er-lbd0.013
Nr-ppar-gamma0.209
Sr-are0.608
Sr-atad50.089
Sr-hse0.033
Sr-mmp0.662
Sr-p530.792
Vol446.129
Dense1.025
Flex20
Nstereo0.55
Nongenotoxic carcinogenicity0
Ld50 oral1
Genotoxic carcinogenicity mutagenicity0
Surechembl5
Nonbiodegradable0
Skin sensitization4
Acute aquatic toxicity1
Toxicophores1
Qed3
Synth0.272
Fsp32.557
Mce-180.304
Natural product-likeness20
Alarm nmr-1.02
Bms5
Chelating0
Pfizer1
GskAccepted
GoldentriangleRejected