Compound information
- Natural Products
- ZC1324349
- Molecular Formula
- C22H21ClN4O5
- Molecular Weight
- 456.120047452 g/mol
- Structure
-
- IUPAC Name
- [(1R)-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-/m1/s1
- InChI Key
- VJRHFVBQQJSSBK-KZULUSFZSA-N
- SMILES
- C[C@@H](OC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)c1ccccc1Cl)C(=O)NC(N)=O
- Source
- ZINC000039612184
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 | 2.456 |
| LogS | -4.682 | LogD | 2.262 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.959 | Pgp substrate | 0.916 |
| HIA | 0.965 | F20 % | 0.988 |
| F30 % | 0.972 | Caco-2 | -5.454 |
| MDCK | -5.323 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.536 | PPB | 78.992 |
| VD | 0.341 | Fu | 0.924 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.017 | CYP1A2 substrate | 0.685 |
| CYP2A6 substrate | 0.357 | CYP2B6 substrate | 0.49 |
| CYP2C19 inhibitor | 0.803 | CYP2C19 substrate | 0.492 |
| CYP2C8 substrate | 0.739 | CYP2C9 inhibitor | 0.303 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.328 | CYP2E1 substrate | 0.201 |
| CYP3A4 inhibitor | 0.033 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.376 | CL | 1.1 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.12 | Hepatotoxicity | 0.884 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.204 |
| FDAMDD | 0.123 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.022 | Eye Corrosion | 0.01 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.009 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.739 | IGC50 | 2.992 |
| LC50FM | -0.701 | LC50DM | 4.189 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.392 | NR-AR-LBD | 0.394 |
| NR-AhR | 0.647 | NR-Aromatase | 0.02 |
| NR-ER | 0.324 | NR-ER-LBD | 0.397 |
| NR-PPAR-gamma | 0.361 | SR-ARE | 0.596 |
| SR-ATAD5 | 0.413 | SR-HSE | 0.031 |
| SR-MMP | 0.031 | SR-p53 | 0.253 |
Similar covalent drugs
No similar covalent drugs found for this compound.