Compound information
- Natural Products
- ZC248006
- Molecular Formula
- C21H31N3O8S
- Molecular Weight
- 485.183185952 g/mol
- Structure
-
- IUPAC Name
- (1R,2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]amino]-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid
- InChI
- InChI=1S/C21H31N3O8S/c1-13(2)10-16(24-21(28)32-12-14-6-4-3-5-7-14)19(26)23-17(20(27)33(29,30)31)11-15-8-9-22-18(15)25/h3-7,13,15-17,20,27H,8-12H2,1-2H3,(H,22,25)(H,23,26)(H,24,28)(H,29,30,31)/t15-,16-,17-,20+/m0/s1
- InChI Key
- BSPZFJDYQHDZNR-OGNFBWPZSA-N
- SMILES
- CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@H](O)S(=O)(=O)O
- Source
- ZINC000095595103
Warheads
- Sulfonic Acid
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 2 |
| Heteroatom Count | 12 | Rotatable Bond Count | 11 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 171.13 Å2 | LogP | 0.479 |
| LogS | -1.958 | LogD | 0.881 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.005 | Pgp substrate | 0.905 |
| HIA | 0.002 | F20 % | 0.96 |
| F30 % | 0.007 | Caco-2 | -6.546 |
| MDCK | -5.742 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.085 | PPB | 51.901 |
| VD | 0.334 | Fu | 0.751 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.523 |
| CYP2A6 substrate | 0.367 | CYP2B6 substrate | 0.572 |
| CYP2C19 inhibitor | 0.084 | CYP2C19 substrate | 0.982 |
| CYP2C8 substrate | 0.75 | CYP2C9 inhibitor | 0.026 |
| CYP2C9 substrate | 0.995 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.706 | CYP2E1 substrate | 0.281 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.7 | CL | 2.997 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.309 |
| Mutagenicity | 0.01 | Rat Oral Acute Toxicity | 0.387 |
| FDAMDD | 0.624 | Skin Sensitization | 0.024 |
| Carcinogenicity | 0.006 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.038 | Respiratory Toxicity | 0.048 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.025 | IGC50 | 2.065 |
| LC50FM | 0.783 | LC50DM | 3.755 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.323 | NR-AR-LBD | 0.307 |
| NR-AhR | 0.002 | NR-Aromatase | 0.049 |
| NR-ER | 0.398 | NR-ER-LBD | 0.374 |
| NR-PPAR-gamma | 0.246 | SR-ARE | 0.119 |
| SR-ATAD5 | 0.35 | SR-HSE | 0.011 |
| SR-MMP | 0.01 | SR-p53 | 0.032 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.