Compound information
- Natural Products
- ZC376641
- Molecular Formula
- C17H21NO4
- Molecular Weight
- 303.147058152 g/mol
- Structure
-
- IUPAC Name
- 1-[(3S)-3-(benzyloxymethyl)pyrrolidine-1-carbonyl]cyclopropanecarboxylic acid
- InChI
- InChI=1S/C17H21NO4/c19-15(17(7-8-17)16(20)21)18-9-6-14(10-18)12-22-11-13-4-2-1-3-5-13/h1-5,14H,6-12H2,(H,20,21)/t14-/m0/s1
- InChI Key
- FKPNWFHQQSJKCY-AWEZNQCLSA-N
- SMILES
- O=C(O)C1(C(=O)N2CC[C@H](COCc3ccccc3)C2)CC1
- Source
- ZINC000154936493
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 | 0.804 |
| LogS | -2.436 | LogD | 0.771 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.015 | Pgp substrate | 0.221 |
| HIA | 0.97 | F20 % | 0.992 |
| F30 % | 0.902 | Caco-2 | -4.952 |
| MDCK | -5.428 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.529 | PPB | 72.537 |
| VD | 1.223 | Fu | 0.535 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.487 |
| CYP2A6 substrate | 0.568 | CYP2B6 substrate | 0.673 |
| CYP2C19 inhibitor | 0.034 | CYP2C19 substrate | 0.776 |
| CYP2C8 substrate | 0.615 | CYP2C9 inhibitor | 0.003 |
| CYP2C9 substrate | 0.101 | CYP2D6 inhibitor | 0.021 |
| CYP2D6 substrate | 0.628 | CYP2E1 substrate | 0.198 |
| CYP3A4 inhibitor | 0.025 | CYP3A4 substrate | 0.366 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.298 | CL | 1.382 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.689 |
| Mutagenicity | 0.128 | Rat Oral Acute Toxicity | 0.438 |
| FDAMDD | 0.275 | Skin Sensitization | 0.346 |
| Carcinogenicity | 0.057 | Eye Corrosion | 0.858 |
| Eye Irritation | 0.629 | Respiratory Toxicity | 0.076 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.105 | IGC50 | 2.121 |
| LC50FM | 0.38 | LC50DM | 2.005 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.432 | NR-AR-LBD | 0.262 |
| NR-AhR | 0.021 | NR-Aromatase | 0.025 |
| NR-ER | 0.302 | NR-ER-LBD | 0.334 |
| NR-PPAR-gamma | 0.365 | SR-ARE | 0.034 |
| SR-ATAD5 | 0.286 | SR-HSE | 0.074 |
| SR-MMP | 0.009 | SR-p53 | 0.03 |
Similar covalent drugs
No similar covalent drugs found for this compound.