General Information
ZINC ID ZINC000049709438
Molecular Weight (Da)589
SMILESCOc1cc(CNC(=O)c2nn(-c3ccc(F)cc3F)c(-n3c(C)ccc3C)c2C)c(Br)c(OC)c1OC
Molecular FormulaC27Br1F2N4O4
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity142.34
HBA5
HBD1
Rotatable Bonds8
Heavy Atoms38
LogP5.666
Activity (Ki) in nM371.535
Polar Surface Area (PSA)79.54
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
+
Biodegradation0
Glucocorticoid receptor binding+
Thyroid receptor binding+
Androgen receptor binding+
Plasma protein binding0.91066944
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms22
Fraction csp30.26
Ilogp4.8
Xlogp35.7
Wlogp6.27
Mlogp4.06
Silicos-it log p5.84
Consensus log p5.34
Esol log s-6.92
Esol solubility (mg/ml)0.0000709
Esol solubility (mol/l)0.00000012
Esol classPoorly sol
Ali log s-7.14
Ali solubility (mg/ml)0.0000431
Ali solubility (mol/l)0.00000007
Ali classPoorly sol
Silicos-it logsw-9.42
Silicos-it solubility (mg/ml)0.00000022
Silicos-it solubility (mol/l)3.81E-10
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.85
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 violations3
Synthetic accessibility3.89
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.527
Logd3.244
Logp4.611
F (20%)0.002
F (30%)0.036
Mdck1.51E-05
Ppb0.9452
Vdss0.465
Fu0.0307
Cyp1a2-inh0.075
Cyp1a2-sub0.912
Cyp2c19-inh0.913
Cyp2c19-sub0.937
Cl4.992
T120.255
H-ht0.26
Dili0.617
Roa0.47
Fdamdd0.94
Skinsen0.053
Ec0.003
Ei0.007
Respiratory0.306
Bcf2.145
Igc504.081
Lc505.612
Lc50dm7.356
Nr-ar0.647
Nr-ar-lbd0.039
Nr-ahr0.77
Nr-aromatase0.791
Nr-er0.12
Nr-er-lbd0.013
Nr-ppar-gamma0.368
Sr-are0.799
Sr-atad50.179
Sr-hse0.03
Sr-mmp0.384
Sr-p530.76
Vol522.888
Dense1.125
Flex0.391
Nstereo0
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl1
Nonbiodegradable1
Skin sensitization3
Acute aquatic toxicity1
Toxicophores2
Qed0.29
Synth2.921
Fsp30.259
Mce-1828
Natural product-likeness-1.217
Alarm nmr2
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleRejected