Compound information
- Natural Products
- ZC3022792
- Molecular Formula
- C20H19Cl2NO5S
- Molecular Weight
- 455.036099068 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[2-[(1R)-2,2-dichloro-1-methyl-cyclopropanecarbonyl]oxyacetyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C20H19Cl2NO5S/c1-3-27-17(25)13-9-14(12-7-5-4-6-8-12)29-16(13)23-15(24)10-28-18(26)19(2)11-20(19,21)22/h4-9H,3,10-11H2,1-2H3,(H,23,24)/t19-/m1/s1
- InChI Key
- TYHWYHBBWDYUTB-LJQANCHMSA-N
- SMILES
- CCOC(=O)c1cc(-c2ccccc2)sc1NC(=O)COC(=O)[C@@]1(C)CC1(Cl)Cl
- Source
- ZINC000003300609
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 3 |
| Heteroatom Count | 9 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 4.869 |
| LogS | -6.138 | LogD | 3.643 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.989 | Pgp substrate | 0.004 |
| HIA | 0.961 | F20 % | 0.013 |
| F30 % | 0.088 | Caco-2 | -4.97 |
| MDCK | -4.501 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.046 | PPB | 90.598 |
| VD | 1.959 | Fu | 1.491 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.531 |
| CYP2A6 substrate | 0.694 | CYP2B6 substrate | 0.829 |
| CYP2C19 inhibitor | 0.96 | CYP2C19 substrate | 0.92 |
| CYP2C8 substrate | 0.717 | CYP2C9 inhibitor | 0.961 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.253 | CYP2E1 substrate | 0.811 |
| CYP3A4 inhibitor | 0.9 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.389 | CL | 8.335 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.018 | Hepatotoxicity | 0.897 |
| Mutagenicity | 0.031 | Rat Oral Acute Toxicity | 0.023 |
| FDAMDD | 0.059 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.024 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.006 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.744 | IGC50 | 3.995 |
| LC50FM | 5.278 | LC50DM | 4.799 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.887 | NR-AR-LBD | 0.517 |
| NR-AhR | 0.922 | NR-Aromatase | 0.179 |
| NR-ER | 0.726 | NR-ER-LBD | 0.781 |
| NR-PPAR-gamma | 0.923 | SR-ARE | 0.893 |
| SR-ATAD5 | 0.947 | SR-HSE | 0.816 |
| SR-MMP | 0.938 | SR-p53 | 0.946 |
Similar covalent drugs
No similar covalent drugs found for this compound.