General Information
ZINC ID ZINC000013794359
Molecular Weight (Da)474
SMILESCc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc([N+](=O)[O-])cc1
Molecular FormulaC22Cl2N5O3
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity125.477
HBA3
HBD1
Rotatable Bonds5
Heavy Atoms32
LogP5.911
Activity (Ki) in nM251.189
Polar Surface Area (PSA)93.3
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 binding0.871
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms17
Fraction csp30.27
Ilogp3.76
Xlogp35.69
Wlogp4.81
Mlogp3.69
Silicos-it log p2.26
Consensus log p4.04
Esol log s-6.36
Esol solubility (mg/ml)0.000206
Esol solubility (mol/l)0.00000043
Esol classPoorly sol
Ali log s-7.47
Ali solubility (mg/ml)0.000016
Ali solubility (mol/l)3.38E-08
Ali classPoorly sol
Silicos-it logsw-7.02
Silicos-it solubility (mg/ml)0.0000455
Silicos-it solubility (mol/l)9.59E-08
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.15
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 alerts2
Leadlikeness number of violations2
Synthetic accessibility3.49
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.769
Logd4.661
Logp4.749
F (20%)0.001
F (30%)0.001
Mdck1.25E-05
Ppb0.9953
Vdss1.566
Fu0.0087
Cyp1a2-inh0.108
Cyp1a2-sub0.695
Cyp2c19-inh0.829
Cyp2c19-sub0.665
Cl5.941
T120.042
H-ht0.484
Dili0.962
Roa0.297
Fdamdd0.368
Skinsen0.305
Ec0.003
Ei0.011
Respiratory0.853
Bcf2.177
Igc504.9
Lc506.226
Lc50dm5.942
Nr-ar0.021
Nr-ar-lbd0.054
Nr-ahr0.933
Nr-aromatase0.942
Nr-er0.821
Nr-er-lbd0.395
Nr-ppar-gamma0.777
Sr-are0.907
Sr-atad50.274
Sr-hse0.556
Sr-mmp0.954
Sr-p530.951
Vol440.254
Dense1.075
Flex0.24
Nstereo0
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity6
Surechembl0
Nonbiodegradable3
Skin sensitization0
Acute aquatic toxicity1
Toxicophores3
Qed0.406
Synth2.548
Fsp30.273
Mce-1856.571
Natural product-likeness-1.592
Alarm nmr1
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleAccepted