Compound information
- Natural Products
- ZC163008
- Molecular Formula
- C28H37N5O10S
- Molecular Weight
- 635.226113384 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-sulfooxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-4-methyl-pentanoic acid
- InChI
- InChI=1S/C28H37N5O10S/c1-17(2)12-23(28(38)39)33-27(37)22(14-18-6-4-3-5-7-18)32-25(35)16-30-24(34)15-31-26(36)21(29)13-19-8-10-20(11-9-19)43-44(40,41)42/h3-11,17,21-23H,12-16,29H2,1-2H3,(H,30,34)(H,31,36)(H,32,35)(H,33,37)(H,38,39)(H,40,41,42)/t21-,22-,23-/m0/s1
- InChI Key
- WMLDZIPRMZWLPL-VABKMULXSA-N
- SMILES
- CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(OS(=O)(=O)O)cc1)C(=O)O
- Source
- ZINC000031706204
Warheads
- Sulfonic Acid
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 44 | Ring Count | 2 |
| Heteroatom Count | 16 | Rotatable Bond Count | 17 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 243.32 Å2 | LogP | 0.105 |
| LogS | -1.997 | LogD | -0.707 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.992 |
| HIA | 0.0 | F20 % | 0.004 |
| F30 % | 0.0 | Caco-2 | -7.251 |
| MDCK | -5.808 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.076 | PPB | 56.173 |
| VD | 0.276 | Fu | 0.972 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.288 |
| CYP2A6 substrate | 0.159 | CYP2B6 substrate | 0.191 |
| CYP2C19 inhibitor | 0.069 | CYP2C19 substrate | 0.829 |
| CYP2C8 substrate | 0.376 | CYP2C9 inhibitor | 0.0 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.01 |
| CYP2D6 substrate | 0.21 | CYP2E1 substrate | 0.391 |
| CYP3A4 inhibitor | 0.001 | CYP3A4 substrate | 0.978 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.889 | CL | 2.228 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.289 | Hepatotoxicity | 0.229 |
| Mutagenicity | 0.102 | Rat Oral Acute Toxicity | 0.326 |
| FDAMDD | 0.287 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.018 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.736 | IGC50 | 1.543 |
| LC50FM | -3.008 | LC50DM | 2.494 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.482 | NR-AR-LBD | 0.398 |
| NR-AhR | 0.002 | NR-Aromatase | 0.044 |
| NR-ER | 0.326 | NR-ER-LBD | 0.261 |
| NR-PPAR-gamma | 0.126 | SR-ARE | 0.138 |
| SR-ATAD5 | 0.272 | SR-HSE | 0.006 |
| SR-MMP | 0.016 | SR-p53 | 0.057 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.