Compound information
- Natural Products
- ZC2538694
- Molecular Formula
- C16H16ClNO3S
- Molecular Weight
- 337.053942052 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(2R)-2-chloropropanoyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C16H16ClNO3S/c1-3-21-16(20)12-9-13(11-7-5-4-6-8-11)22-15(12)18-14(19)10(2)17/h4-10H,3H2,1-2H3,(H,18,19)/t10-/m1/s1
- InChI Key
- CCNVDQZHTPOGTD-SNVBAGLBSA-N
- SMILES
- CCOC(=O)c1cc(-c2ccccc2)sc1NC(=O)[C@@H](C)Cl
- Source
- ZINC000003269749
Warheads
- Halohydrocarbon
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 55.4 Å2 | LogP | 4.409 |
| LogS | -5.69 | LogD | 3.73 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.792 | Pgp substrate | 0.005 |
| HIA | 0.96 | F20 % | 0.986 |
| F30 % | 0.471 | Caco-2 | -4.872 |
| MDCK | -4.602 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.105 | PPB | 91.553 |
| VD | 0.986 | Fu | 1.61 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 1.0 | CYP1A2 substrate | 0.688 |
| CYP2A6 substrate | 0.725 | CYP2B6 substrate | 0.792 |
| CYP2C19 inhibitor | 0.971 | CYP2C19 substrate | 0.888 |
| CYP2C8 substrate | 0.644 | CYP2C9 inhibitor | 0.98 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.08 | CYP2E1 substrate | 0.42 |
| CYP3A4 inhibitor | 0.306 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.551 | CL | 7.4 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.131 | Hepatotoxicity | 0.68 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.006 |
| FDAMDD | 0.032 | Skin Sensitization | 0.029 |
| Carcinogenicity | 0.022 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.032 | Respiratory Toxicity | 0.111 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.572 | IGC50 | 4.379 |
| LC50FM | 5.641 | LC50DM | 4.357 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.786 | NR-AR-LBD | 0.404 |
| NR-AhR | 0.962 | NR-Aromatase | 0.308 |
| NR-ER | 0.717 | NR-ER-LBD | 0.524 |
| NR-PPAR-gamma | 0.857 | SR-ARE | 0.735 |
| SR-ATAD5 | 0.853 | SR-HSE | 0.214 |
| SR-MMP | 0.624 | SR-p53 | 0.789 |
Similar covalent drugs
No similar covalent drugs found for this compound.