Compound information
- Natural Products
- ZC1964871
- Molecular Formula
- C21H20ClN3O2
- Molecular Weight
- 381.12440456 g/mol
- Structure
-
- IUPAC Name
- 2-chloro-N-[(1S)-2-(cyclopropylamino)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]benzamide
- InChI
- InChI=1S/C21H20ClN3O2/c22-17-7-3-1-6-16(17)20(26)25-19(21(27)24-14-9-10-14)11-13-12-23-18-8-4-2-5-15(13)18/h1-8,12,14,19,23H,9-11H2,(H,24,27)(H,25,26)/t19-/m0/s1
- InChI Key
- SJHFFYFERDWANY-IBGZPJMESA-N
- SMILES
- O=C(N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NC1CC1)c1ccccc1Cl
- Source
- ZINC000002635900
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 4 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 73.99 Å2 | LogP | 3.269 |
| LogS | -4.552 | LogD | 3.397 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.052 | Pgp substrate | 0.976 |
| HIA | 0.909 | F20 % | 0.974 |
| F30 % | 0.828 | Caco-2 | -4.982 |
| MDCK | -5.14 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.08 | PPB | 97.044 |
| VD | 1.268 | Fu | 1.044 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.441 | CYP1A2 substrate | 0.699 |
| CYP2A6 substrate | 0.708 | CYP2B6 substrate | 0.653 |
| CYP2C19 inhibitor | 0.859 | CYP2C19 substrate | 0.911 |
| CYP2C8 substrate | 0.76 | CYP2C9 inhibitor | 0.459 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.814 | CYP2E1 substrate | 0.228 |
| CYP3A4 inhibitor | 0.979 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.317 | CL | 4.124 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.059 | Hepatotoxicity | 0.475 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.538 |
| FDAMDD | 0.777 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.162 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.01 | Respiratory Toxicity | 0.523 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.445 | IGC50 | 3.878 |
| LC50FM | -4.359 | LC50DM | 5.634 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.26 | NR-AR-LBD | 0.375 |
| NR-AhR | 0.935 | NR-Aromatase | 0.808 |
| NR-ER | 0.51 | NR-ER-LBD | 0.525 |
| NR-PPAR-gamma | 0.785 | SR-ARE | 0.633 |
| SR-ATAD5 | 0.708 | SR-HSE | 0.724 |
| SR-MMP | 0.681 | SR-p53 | 0.766 |
Similar covalent drugs
No similar covalent drugs found for this compound.