Compound information
- Natural Products
- ZC378399
- Molecular Formula
- C17H21NO4
- Molecular Weight
- 303.147058152 g/mol
- Structure
-
- IUPAC Name
- (1R,2S)-2-[(3S)-3-(benzyloxymethyl)pyrrolidine-1-carbonyl]cyclopropanecarboxylic acid
- InChI
- InChI=1S/C17H21NO4/c19-16(14-8-15(14)17(20)21)18-7-6-13(9-18)11-22-10-12-4-2-1-3-5-12/h1-5,13-15H,6-11H2,(H,20,21)/t13-,14-,15+/m0/s1
- InChI Key
- LSKLOYGKNWRJPO-SOUVJXGZSA-N
- SMILES
- O=C(O)[C@@H]1C[C@@H]1C(=O)N1CC[C@H](COCc2ccccc2)C1
- Source
- ZINC000268944283
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 66.84 Å2 | LogP | 1.212 |
| LogS | -1.69 | LogD | 0.767 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.103 |
| HIA | 0.965 | F20 % | 0.995 |
| F30 % | 0.906 | Caco-2 | -5.623 |
| MDCK | -5.503 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.175 | PPB | 69.722 |
| VD | 2.157 | Fu | 0.64 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.571 |
| CYP2A6 substrate | 0.713 | CYP2B6 substrate | 0.624 |
| CYP2C19 inhibitor | 0.019 | CYP2C19 substrate | 0.836 |
| CYP2C8 substrate | 0.633 | CYP2C9 inhibitor | 0.014 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.031 |
| CYP2D6 substrate | 0.662 | CYP2E1 substrate | 0.212 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.613 | CL | 2.38 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.985 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.341 |
| FDAMDD | 0.343 | Skin Sensitization | 0.131 |
| Carcinogenicity | 0.056 | Eye Corrosion | 0.843 |
| Eye Irritation | 0.942 | Respiratory Toxicity | 0.057 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.278 | IGC50 | 2.117 |
| LC50FM | 1.751 | LC50DM | 3.379 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.445 | NR-AR-LBD | 0.356 |
| NR-AhR | 0.006 | NR-Aromatase | 0.067 |
| NR-ER | 0.343 | NR-ER-LBD | 0.37 |
| NR-PPAR-gamma | 0.365 | SR-ARE | 0.05 |
| SR-ATAD5 | 0.308 | SR-HSE | 0.087 |
| SR-MMP | 0.008 | SR-p53 | 0.032 |
Similar covalent drugs
No similar covalent drugs found for this compound.