Compound information
- Natural Products
- ZC253394
- Molecular Formula
- C27H40N6O8
- Molecular Weight
- 576.29076224 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2S)-1-[(2S)-4-benzyloxy-2-(tert-butoxycarbonylamino)-4-oxo-butanoyl]pyrrolidine-2-carbonyl]amino]-5-guanidino-pentanoic acid
- InChI
- InChI=1S/C27H40N6O8/c1-27(2,3)41-26(39)32-19(15-21(34)40-16-17-9-5-4-6-10-17)23(36)33-14-8-12-20(33)22(35)31-18(24(37)38)11-7-13-30-25(28)29/h4-6,9-10,18-20H,7-8,11-16H2,1-3H3,(H,31,35)(H,32,39)(H,37,38)(H4,28,29,30)/t18-,19-,20-/m0/s1
- InChI Key
- MMUZQFYGDNUZHS-UFYCRDLUSA-N
- SMILES
- CC(C)(C)OC(=O)N[C@@H](CC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
- Source
- ZINC000103979800
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 41 | Ring Count | 2 |
| Heteroatom Count | 14 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 213.24 Å2 | LogP | 0.594 |
| LogS | -3.231 | LogD | 0.661 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.982 |
| HIA | 0.0 | F20 % | 0.147 |
| F30 % | 0.0 | Caco-2 | -6.925 |
| MDCK | -5.935 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.004 | PPB | 60.979 |
| VD | 0.493 | Fu | 0.362 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.337 |
| CYP2A6 substrate | 0.385 | CYP2B6 substrate | 0.474 |
| CYP2C19 inhibitor | 0.044 | CYP2C19 substrate | 0.926 |
| CYP2C8 substrate | 0.35 | CYP2C9 inhibitor | 0.008 |
| CYP2C9 substrate | 0.998 | CYP2D6 inhibitor | 0.045 |
| CYP2D6 substrate | 0.416 | CYP2E1 substrate | 0.279 |
| CYP3A4 inhibitor | 0.002 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.89 | CL | 4.857 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.673 | Hepatotoxicity | 0.385 |
| Mutagenicity | 0.113 | Rat Oral Acute Toxicity | 0.042 |
| FDAMDD | 0.583 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.088 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.239 | IGC50 | 1.585 |
| LC50FM | -1.634 | LC50DM | 1.936 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.369 | NR-AR-LBD | 0.347 |
| NR-AhR | 0.006 | NR-Aromatase | 0.033 |
| NR-ER | 0.472 | NR-ER-LBD | 0.435 |
| NR-PPAR-gamma | 0.456 | SR-ARE | 0.211 |
| SR-ATAD5 | 0.378 | SR-HSE | 0.144 |
| SR-MMP | 0.008 | SR-p53 | 0.037 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.