Compound information
- Natural Products
- ZC2144477
- Molecular Formula
- C20H23N3O2
- Molecular Weight
- 337.179026976 g/mol
- Structure
-
- IUPAC Name
- [(3aS,8bR)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-phenylcarbamate
- InChI
- InChI=1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/t18-,20+/m0/s1
- InChI Key
- PBHFNBQPZCRWQP-AZUAARDMSA-N
- SMILES
- CN1CC[C@]2(C)c3cc(OC(=O)Nc4ccccc4)ccc3N(C)[C@H]12
- Source
- ZINC000053151191
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 4 |
| Heteroatom Count | 5 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 44.81 Å2 | LogP | 3.588 |
| LogS | -3.407 | LogD | 3.282 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.34 | Pgp substrate | 0.712 |
| HIA | 0.959 | F20 % | 0.094 |
| F30 % | 0.023 | Caco-2 | -4.785 |
| MDCK | -4.713 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.904 | PPB | 82.056 |
| VD | 1.581 | Fu | 1.159 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.26 | CYP1A2 substrate | 0.785 |
| CYP2A6 substrate | 0.764 | CYP2B6 substrate | 0.793 |
| CYP2C19 inhibitor | 0.598 | CYP2C19 substrate | 0.932 |
| CYP2C8 substrate | 0.879 | CYP2C9 inhibitor | 0.363 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.944 |
| CYP2D6 substrate | 0.999 | CYP2E1 substrate | 0.974 |
| CYP3A4 inhibitor | 0.004 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.74 | CL | 12.317 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.515 | Hepatotoxicity | 0.416 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.876 |
| FDAMDD | 0.814 | Skin Sensitization | 0.554 |
| Carcinogenicity | 0.071 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.045 | Respiratory Toxicity | 0.969 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.567 | IGC50 | 4.086 |
| LC50FM | 4.893 | LC50DM | 6.118 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.492 | NR-AR-LBD | 0.259 |
| NR-AhR | 0.689 | NR-Aromatase | 0.03 |
| NR-ER | 0.397 | NR-ER-LBD | 0.38 |
| NR-PPAR-gamma | 0.346 | SR-ARE | 0.569 |
| SR-ATAD5 | 0.486 | SR-HSE | 0.087 |
| SR-MMP | 0.52 | SR-p53 | 0.513 |
Similar covalent drugs
No similar covalent drugs found for this compound.