Compound information
- Natural Products
- ZC1324953
- Molecular Formula
- C22H21ClN4O5
- Molecular Weight
- 456.120047452 g/mol
- Structure
-
- IUPAC Name
- [(1S)-1-methyl-2-oxo-2-ureido-ethyl] (2R)-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+/m0/s1
- InChI Key
- VJRHFVBQQJSSBK-KPZWWZAWSA-N
- SMILES
- C[C@H](OC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)c1ccccc1Cl)C(=O)NC(N)=O
- Source
- ZINC000039612183
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 | 2.47 |
| LogS | -4.823 | LogD | 2.318 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.958 | Pgp substrate | 0.887 |
| HIA | 0.953 | F20 % | 0.989 |
| F30 % | 0.974 | Caco-2 | -5.451 |
| MDCK | -5.374 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.38 | PPB | 90.928 |
| VD | 0.47 | Fu | 0.715 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.708 |
| CYP2A6 substrate | 0.349 | CYP2B6 substrate | 0.487 |
| CYP2C19 inhibitor | 0.486 | CYP2C19 substrate | 0.587 |
| CYP2C8 substrate | 0.776 | CYP2C9 inhibitor | 0.25 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.549 | CYP2E1 substrate | 0.183 |
| CYP3A4 inhibitor | 0.007 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.396 | CL | 1.031 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.088 | Hepatotoxicity | 0.816 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.163 |
| FDAMDD | 0.166 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.024 | Eye Corrosion | 0.01 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.013 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.45 | IGC50 | 3.117 |
| LC50FM | -0.325 | LC50DM | 5.486 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.394 | NR-AR-LBD | 0.354 |
| NR-AhR | 0.742 | NR-Aromatase | 0.027 |
| NR-ER | 0.326 | NR-ER-LBD | 0.449 |
| NR-PPAR-gamma | 0.629 | SR-ARE | 0.492 |
| SR-ATAD5 | 0.478 | SR-HSE | 0.047 |
| SR-MMP | 0.082 | SR-p53 | 0.553 |
Similar covalent drugs
No similar covalent drugs found for this compound.