Compound information
- Natural Products
- ZC362805
- Molecular Formula
- C17H21NO4
- Molecular Weight
- 303.147058152 g/mol
- Structure
-
- IUPAC Name
- (1R,2S)-2-[(3R)-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-/m1/s1
- InChI Key
- LSKLOYGKNWRJPO-QLFBSQMISA-N
- SMILES
- O=C(O)[C@@H]1C[C@@H]1C(=O)N1CC[C@@H](COCc2ccccc2)C1
- Source
- ZINC000268944275
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 | 1.38 |
| LogS | -2.111 | LogD | 0.83 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.335 |
| HIA | 0.958 | F20 % | 0.995 |
| F30 % | 0.929 | Caco-2 | -5.61 |
| MDCK | -5.484 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.057 | PPB | 54.295 |
| VD | 2.331 | Fu | 0.626 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.578 |
| CYP2A6 substrate | 0.791 | CYP2B6 substrate | 0.633 |
| CYP2C19 inhibitor | 0.025 | CYP2C19 substrate | 0.769 |
| CYP2C8 substrate | 0.606 | CYP2C9 inhibitor | 0.011 |
| CYP2C9 substrate | 0.451 | CYP2D6 inhibitor | 0.027 |
| CYP2D6 substrate | 0.391 | CYP2E1 substrate | 0.338 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 0.993 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.616 | CL | 2.607 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.99 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.323 |
| FDAMDD | 0.264 | Skin Sensitization | 0.379 |
| Carcinogenicity | 0.102 | Eye Corrosion | 0.811 |
| Eye Irritation | 0.967 | Respiratory Toxicity | 0.039 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.121 | IGC50 | 2.05 |
| LC50FM | 2.524 | LC50DM | 4.003 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.488 | NR-AR-LBD | 0.367 |
| NR-AhR | 0.008 | NR-Aromatase | 0.042 |
| NR-ER | 0.348 | NR-ER-LBD | 0.359 |
| NR-PPAR-gamma | 0.314 | SR-ARE | 0.137 |
| SR-ATAD5 | 0.286 | SR-HSE | 0.086 |
| SR-MMP | 0.008 | SR-p53 | 0.046 |
Similar covalent drugs
No similar covalent drugs found for this compound.