Compound information
- Natural Products
- ZC587214
- Molecular Formula
- C18H22N2O4
- Molecular Weight
- 330.157957184 g/mol
- Structure
-
- IUPAC Name
- (1S,2S)-2-[(2S)-2-(benzamidomethyl)piperidine-1-carbonyl]cyclopropanecarboxylic acid
- InChI
- InChI=1S/C18H22N2O4/c21-16(12-6-2-1-3-7-12)19-11-13-8-4-5-9-20(13)17(22)14-10-15(14)18(23)24/h1-3,6-7,13-15H,4-5,8-11H2,(H,19,21)(H,23,24)/t13-,14-,15-/m0/s1
- InChI Key
- NJGPMHPBJHYTQG-KKUMJFAQSA-N
- SMILES
- O=C(NC[C@@H]1CCCCN1C(=O)[C@H]1C[C@@H]1C(=O)O)c1ccccc1
- Source
- ZINC000191582891
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 86.71 Å2 | LogP | 0.911 |
| LogS | -2.213 | LogD | 0.45 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.893 |
| HIA | 0.593 | F20 % | 0.995 |
| F30 % | 0.829 | Caco-2 | -6.095 |
| MDCK | -5.876 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.043 | PPB | 76.592 |
| VD | 0.708 | Fu | 0.451 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.016 | CYP1A2 substrate | 0.413 |
| CYP2A6 substrate | 0.694 | CYP2B6 substrate | 0.712 |
| CYP2C19 inhibitor | 0.035 | CYP2C19 substrate | 0.987 |
| CYP2C8 substrate | 0.572 | CYP2C9 inhibitor | 0.001 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.648 | CYP2E1 substrate | 0.184 |
| CYP3A4 inhibitor | 0.013 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.784 | CL | 2.463 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.012 | Hepatotoxicity | 0.532 |
| Mutagenicity | 0.021 | Rat Oral Acute Toxicity | 0.234 |
| FDAMDD | 0.712 | Skin Sensitization | 0.002 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.008 |
| Eye Irritation | 0.695 | Respiratory Toxicity | 0.116 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.517 | IGC50 | 2.138 |
| LC50FM | 0.034 | LC50DM | 1.637 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.296 | NR-AR-LBD | 0.307 |
| NR-AhR | 0.004 | NR-Aromatase | 0.062 |
| NR-ER | 0.383 | NR-ER-LBD | 0.529 |
| NR-PPAR-gamma | 0.415 | SR-ARE | 0.105 |
| SR-ATAD5 | 0.372 | SR-HSE | 0.09 |
| SR-MMP | 0.008 | SR-p53 | 0.024 |
Similar covalent drugs
No similar covalent drugs found for this compound.