| General Information | |
|---|---|
| ZINC ID | ZINC000013683955 |
| Molecular Weight (Da) | 453 |
| SMILES | CCCCCOc1c(OC)ccc2cc(C(=O)NCCc3ccc([N+](=O)[O-])cc3)c(=O)[nH]c12 |
| Molecular Formula | C24N3O6 |
| Action | Inverse Agonist |
| Physicochemical Details | |
|---|---|
| Molar Refractivity | 124.946 |
| HBA | 4 |
| HBD | 2 |
| Rotatable Bonds | 11 |
| Heavy Atoms | 33 |
| LogP | 4.472 |
| Activity (Ki) in nM | 100 |
| Polar Surface Area (PSA) | 123.56 |
| 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 binding | 0.8742361 |
| Pharmacokinetic Properties (SwissADME) | |
|---|---|
| Number of aromatic heavy atoms | 16 |
| Fraction csp3 | 0.33 |
| Ilogp | 4.01 |
| Xlogp3 | 4.89 |
| Wlogp | 3.99 |
| Mlogp | 2.02 |
| Silicos-it log p | 3.56 |
| Consensus log p | 3.7 |
| Esol log s | -5.3 |
| Esol solubility (mg/ml) | 2.28E-03 |
| Esol solubility (mol/l) | 5.02E-06 |
| Esol class | Moderately |
| Ali log s | -7.28 |
| Ali solubility (mg/ml) | 2.40E-05 |
| Ali solubility (mol/l) | 5.29E-08 |
| Ali class | Poorly sol |
| Silicos-it logsw | -8.06 |
| Silicos-it solubility (mg/ml) | 3.94E-06 |
| Silicos-it solubility (mol/l) | 8.69E-09 |
| Silicos-it class | Poorly soluble |
| Pgp substrate | |
| Log kp (cm/s) | -5.59 |
| Lipinski number of violations | 0 |
| Ghose number of violations | 0 |
| Veber number of violations | 1 |
| Egan number of violations | 0 |
| Muegge number of violations | 0 |
| Bioavailability score | 0.55 |
| Pains number of alerts | 0 |
| Brenk number of alerts | 2 |
| Leadlikeness number of violations | 3 |
| Synthetic accessibility | 3.34 |
| Pharmacokinetic Properties (ADMETLab) | |
|---|---|
| Logs | -4.573 |
| Logd | 3.933 |
| Logp | 4.327 |
| F (20%) | 0.003 |
| F (30%) | 0.019 |
| Mdck | 4.20E-05 |
| Ppb | 0.9972 |
| Vdss | 0.357 |
| Fu | 0.0077 |
| Cyp1a2-inh | 0.576 |
| Cyp1a2-sub | 0.567 |
| Cyp2c19-inh | 0.859 |
| Cyp2c19-sub | 0.082 |
| Cl | 4.847 |
| T12 | 0.228 |
| H-ht | 0.696 |
| Dili | 0.88 |
| Roa | 0.087 |
| Fdamdd | 0.811 |
| Skinsen | 0.603 |
| Ec | 0.003 |
| Ei | 0.013 |
| Respiratory | 0.326 |
| Bcf | 0.795 |
| Igc50 | 4.415 |
| Lc50 | 5.641 |
| Lc50dm | 6.024 |
| Nr-ar | 0.035 |
| Nr-ar-lbd | 0.017 |
| Nr-ahr | 0.783 |
| Nr-aromatase | 0.892 |
| Nr-er | 0.338 |
| Nr-er-lbd | 0.045 |
| Nr-ppar-gamma | 0.104 |
| Sr-are | 0.654 |
| Sr-atad5 | 0.471 |
| Sr-hse | 0.117 |
| Sr-mmp | 0.742 |
| Sr-p53 | 0.773 |
| Vol | 457.358 |
| Dense | 0.991 |
| Flex | 20 |
| Nstereo | 0.6 |
| Nongenotoxic carcinogenicity | 0 |
| Ld50 oral | 0 |
| Genotoxic carcinogenicity mutagenicity | 0 |
| Surechembl | 5 |
| Nonbiodegradable | 0 |
| Skin sensitization | 3 |
| Acute aquatic toxicity | 1 |
| Toxicophores | 0 |
| Qed | 3 |
| Synth | 0.257 |
| Fsp3 | 2.363 |
| Mce-18 | 0.333 |
| Natural product-likeness | 19 |
| Alarm nmr | -0.856 |
| Bms | 3 |
| Chelating | 0 |
| Pfizer | 1 |
| Gsk | Accepted |
| Goldentriangle | Rejected |