Compound information
- Natural Products
- ZC1323777
- Molecular Formula
- C22H21ClN4O5
- Molecular Weight
- 456.120047452 g/mol
- Structure
-
- IUPAC Name
- [(1R)-1-methyl-2-oxo-2-ureido-ethyl] (2S)-2-[(2-chlorobenzoyl)amino]-3-(1H-indol-3-yl)propanoate
- InChI
- InChI=1S/C22H21ClN4O5/c1-12(19(28)27-22(24)31)32-21(30)18(26-20(29)15-7-2-4-8-16(15)23)10-13-11-25-17-9-5-3-6-14(13)17/h2-9,11-12,18,25H,10H2,1H3,(H,26,29)(H3,24,27,28,31)/t12-,18+/m1/s1
- InChI Key
- VJRHFVBQQJSSBK-XIKOKIGWSA-N
- SMILES
- C[C@@H](OC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c1ccccc1Cl)C(=O)NC(N)=O
- Source
- ZINC000018244074
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 3 |
| Heteroatom Count | 10 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 143.38 Å2 | LogP | 2.327 |
| LogS | -4.406 | LogD | 2.071 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.16 | Pgp substrate | 0.974 |
| HIA | 0.959 | F20 % | 0.976 |
| F30 % | 0.967 | Caco-2 | -5.522 |
| MDCK | -5.323 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.277 | PPB | 93.417 |
| VD | 0.532 | Fu | 0.913 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.668 |
| CYP2A6 substrate | 0.451 | CYP2B6 substrate | 0.481 |
| CYP2C19 inhibitor | 0.481 | CYP2C19 substrate | 0.873 |
| CYP2C8 substrate | 0.782 | CYP2C9 inhibitor | 0.071 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.407 | CYP2E1 substrate | 0.196 |
| CYP3A4 inhibitor | 0.009 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.291 | CL | 1.384 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.102 | Hepatotoxicity | 0.753 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.265 |
| FDAMDD | 0.197 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.048 | Eye Corrosion | 0.012 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.016 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.308 | IGC50 | 3.02 |
| LC50FM | -0.467 | LC50DM | 4.888 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.358 | NR-AR-LBD | 0.36 |
| NR-AhR | 0.76 | NR-Aromatase | 0.034 |
| NR-ER | 0.314 | NR-ER-LBD | 0.44 |
| NR-PPAR-gamma | 0.525 | SR-ARE | 0.357 |
| SR-ATAD5 | 0.469 | SR-HSE | 0.04 |
| SR-MMP | 0.058 | SR-p53 | 0.587 |
Similar covalent drugs
No similar covalent drugs found for this compound.