Compound information
- Natural Products
- ZC1971245
- Molecular Formula
- C21H20ClN3O2
- Molecular Weight
- 381.12440456 g/mol
- Structure
-
- IUPAC Name
- 2-chloro-N-[(1R)-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-/m1/s1
- InChI Key
- SJHFFYFERDWANY-LJQANCHMSA-N
- SMILES
- O=C(N[C@H](Cc1c[nH]c2ccccc12)C(=O)NC1CC1)c1ccccc1Cl
- Source
- ZINC000002635901
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 | 3.366 |
| LogS | -4.647 | LogD | 3.474 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.728 | Pgp substrate | 0.972 |
| HIA | 0.959 | F20 % | 0.992 |
| F30 % | 0.959 | Caco-2 | -5.047 |
| MDCK | -5.145 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.714 | PPB | 88.633 |
| VD | 1.058 | Fu | 1.018 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.169 | CYP1A2 substrate | 0.677 |
| CYP2A6 substrate | 0.528 | CYP2B6 substrate | 0.61 |
| CYP2C19 inhibitor | 0.937 | CYP2C19 substrate | 0.543 |
| CYP2C8 substrate | 0.693 | CYP2C9 inhibitor | 0.704 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.243 |
| CYP2D6 substrate | 0.805 | CYP2E1 substrate | 0.34 |
| CYP3A4 inhibitor | 0.985 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.294 | CL | 3.984 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.047 | Hepatotoxicity | 0.64 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.497 |
| FDAMDD | 0.63 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.064 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.291 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.268 | IGC50 | 3.625 |
| LC50FM | -4.365 | LC50DM | 3.649 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.238 | NR-AR-LBD | 0.371 |
| NR-AhR | 0.902 | NR-Aromatase | 0.26 |
| NR-ER | 0.399 | NR-ER-LBD | 0.42 |
| NR-PPAR-gamma | 0.671 | SR-ARE | 0.645 |
| SR-ATAD5 | 0.576 | SR-HSE | 0.355 |
| SR-MMP | 0.362 | SR-p53 | 0.521 |
Similar covalent drugs
No similar covalent drugs found for this compound.