Compound information
- Natural Products
- ZC745752
- Molecular Formula
- C25H29N3O7
- Molecular Weight
- 483.200550268 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2S)-1-[(2S)-2-(benzyloxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid
- InChI
- InChI=1S/C25H29N3O7/c1-16(26-25(34)35-15-18-6-3-2-4-7-18)23(31)28-13-5-8-21(28)22(30)27-20(24(32)33)14-17-9-11-19(29)12-10-17/h2-4,6-7,9-12,16,20-21,29H,5,8,13-15H2,1H3,(H,26,34)(H,27,30)(H,32,33)/t16-,20-,21-/m0/s1
- InChI Key
- BZZSGOXWDYSEQB-NDXORKPFSA-N
- SMILES
- C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O
- Source
- ZINC000015721270
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 35 | Ring Count | 3 |
| Heteroatom Count | 10 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 145.27 Å2 | LogP | 1.564 |
| LogS | -3.143 | LogD | 1.223 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.84 |
| HIA | 0.03 | F20 % | 0.946 |
| F30 % | 0.172 | Caco-2 | -6.6 |
| MDCK | -5.679 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 68.197 |
| VD | 0.323 | Fu | 0.784 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.617 |
| CYP2A6 substrate | 0.431 | CYP2B6 substrate | 0.473 |
| CYP2C19 inhibitor | 0.097 | CYP2C19 substrate | 0.933 |
| CYP2C8 substrate | 0.717 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.061 |
| CYP2D6 substrate | 0.642 | CYP2E1 substrate | 0.212 |
| CYP3A4 inhibitor | 0.016 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.958 | CL | 3.698 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.011 | Hepatotoxicity | 0.455 |
| Mutagenicity | 0.062 | Rat Oral Acute Toxicity | 0.232 |
| FDAMDD | 0.361 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.004 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.719 | IGC50 | 2.239 |
| LC50FM | -0.957 | LC50DM | 4.734 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.472 | NR-AR-LBD | 0.316 |
| NR-AhR | 0.04 | NR-Aromatase | 0.062 |
| NR-ER | 0.415 | NR-ER-LBD | 0.573 |
| NR-PPAR-gamma | 0.541 | SR-ARE | 0.182 |
| SR-ATAD5 | 0.517 | SR-HSE | 0.176 |
| SR-MMP | 0.017 | SR-p53 | 0.129 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.