Compound information
- Natural Products
- ZC252442
- Molecular Formula
- C27H40N6O8
- Molecular Weight
- 576.29076224 g/mol
- Structure
-
- IUPAC Name
- (2R)-2-[[(2S)-1-[(2R)-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+/m1/s1
- InChI Key
- MMUZQFYGDNUZHS-AQNXPRMDSA-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
- ZINC000252461444
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 | 0.66 |
| LogS | -2.67 | LogD | 0.611 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.993 |
| HIA | 0.0 | F20 % | 0.479 |
| F30 % | 0.003 | Caco-2 | -6.89 |
| MDCK | -6.038 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.077 | PPB | 50.958 |
| VD | 0.281 | Fu | 0.342 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.342 |
| CYP2A6 substrate | 0.24 | CYP2B6 substrate | 0.365 |
| CYP2C19 inhibitor | 0.037 | CYP2C19 substrate | 0.361 |
| CYP2C8 substrate | 0.282 | CYP2C9 inhibitor | 0.128 |
| CYP2C9 substrate | 0.894 | CYP2D6 inhibitor | 0.01 |
| CYP2D6 substrate | 0.211 | CYP2E1 substrate | 0.298 |
| CYP3A4 inhibitor | 0.004 | CYP3A4 substrate | 0.946 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.891 | CL | 4.419 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.128 | Hepatotoxicity | 0.201 |
| Mutagenicity | 0.122 | Rat Oral Acute Toxicity | 0.034 |
| FDAMDD | 0.424 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.067 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -2.204 | IGC50 | 1.946 |
| LC50FM | 0.444 | LC50DM | 0.507 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.489 | NR-AR-LBD | 0.432 |
| NR-AhR | 0.005 | NR-Aromatase | 0.017 |
| NR-ER | 0.5 | NR-ER-LBD | 0.407 |
| NR-PPAR-gamma | 0.397 | SR-ARE | 0.347 |
| SR-ATAD5 | 0.324 | SR-HSE | 0.059 |
| SR-MMP | 0.009 | SR-p53 | 0.071 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.