Compound information
- Natural Products
- NACP102257
- Molecular Formula
- C15H21N3O2
- Molecular Weight
- 275.163376912 g/mol
- Structure
-
- IUPAC Name
- (3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl) N-methylcarbamate
- InChI
- InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)
- InChI Key
- PIJVFDBKTWXHHD-UHFFFAOYSA-N
- SMILES
- O=C(OC1=CC=C2C(=C1)C3(C)CCN(C)C3N2C)NC
- CAS
- 57-47-6
- SuperClass
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- SubClass
- Pyrroloindoles
- Source
- CNP0185906
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 1 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 44.81 Å2 | LogP | 1.401 |
| LogS | -1.808 | LogD | 1.972 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.996 | Pgp substrate | 0.862 |
| HIA | 0.001 | F20 % | 0.519 |
| F30 % | 0.041 | Caco-2 | -4.91 |
| MDCK | -4.779 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.96 | PPB | 68.335 |
| VD | 1.896 | Fu | 0.129 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.553 |
| CYP2A6 substrate | 0.766 | CYP2B6 substrate | 0.727 |
| CYP2C19 inhibitor | 0.164 | CYP2C19 substrate | 0.707 |
| CYP2C8 substrate | 0.665 | CYP2C9 inhibitor | 0.012 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.964 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.9 |
| CYP3A4 inhibitor | 0.004 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.783 | CL | 9.024 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.189 | Hepatotoxicity | 0.034 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.998 |
| FDAMDD | 0.907 | Skin Sensitization | 0.89 |
| Carcinogenicity | 0.689 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.209 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.086 | IGC50 | 3.22 |
| LC50FM | 3.908 | LC50DM | 2.317 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.449 | NR-AR-LBD | 0.212 |
| NR-AhR | 0.118 | NR-Aromatase | 0.032 |
| NR-ER | 0.278 | NR-ER-LBD | 0.375 |
| NR-PPAR-gamma | 0.187 | SR-ARE | 0.15 |
| SR-ATAD5 | 0.395 | SR-HSE | 0.076 |
| SR-MMP | 0.041 | SR-p53 | 0.217 |
Similar covalent drugs
No similar covalent drugs found for this compound.