Compound information
- Natural Products
- ZC889385
- Molecular Formula
- C16H19ClN2O3
- Molecular Weight
- 322.108420148 g/mol
- Structure
-
- IUPAC Name
- (1S,2R)-2-[4-(5-chloro-2-methyl-phenyl)piperazine-1-carbonyl]cyclopropanecarboxylic acid
- InChI
- InChI=1S/C16H19ClN2O3/c1-10-2-3-11(17)8-14(10)18-4-6-19(7-5-18)15(20)12-9-13(12)16(21)22/h2-3,8,12-13H,4-7,9H2,1H3,(H,21,22)/t12-,13+/m1/s1
- InChI Key
- VCKBZBBAHJLSJZ-OLZOCXBDSA-N
- SMILES
- Cc1ccc(Cl)cc1N1CCN(C(=O)[C@@H]2C[C@@H]2C(=O)O)CC1
- Source
- ZINC000003135711
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 60.85 Å2 | LogP | 2.305 |
| LogS | -3.243 | LogD | 1.692 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.008 | Pgp substrate | 0.014 |
| HIA | 0.966 | F20 % | 0.994 |
| F30 % | 0.974 | Caco-2 | -5.347 |
| MDCK | -5.036 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.806 | PPB | 88.744 |
| VD | 0.595 | Fu | 1.307 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.545 |
| CYP2A6 substrate | 0.487 | CYP2B6 substrate | 0.584 |
| CYP2C19 inhibitor | 0.095 | CYP2C19 substrate | 0.845 |
| CYP2C8 substrate | 0.648 | CYP2C9 inhibitor | 0.093 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.125 |
| CYP2D6 substrate | 0.4 | CYP2E1 substrate | 0.563 |
| CYP3A4 inhibitor | 0.015 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.591 | CL | 0.839 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.122 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.554 |
| FDAMDD | 0.604 | Skin Sensitization | 0.048 |
| Carcinogenicity | 0.015 | Eye Corrosion | 0.132 |
| Eye Irritation | 0.743 | Respiratory Toxicity | 0.066 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.454 | IGC50 | 1.771 |
| LC50FM | -2.015 | LC50DM | 2.147 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.616 | NR-AR-LBD | 0.384 |
| NR-AhR | 0.182 | NR-Aromatase | 0.033 |
| NR-ER | 0.418 | NR-ER-LBD | 0.344 |
| NR-PPAR-gamma | 0.423 | SR-ARE | 0.158 |
| SR-ATAD5 | 0.283 | SR-HSE | 0.053 |
| SR-MMP | 0.007 | SR-p53 | 0.045 |
Similar covalent drugs
No similar covalent drugs found for this compound.