Compound information
- Natural Products
- ZC2535774
- Molecular Formula
- C20H30O4
- Molecular Weight
- 334.21440944 g/mol
- Structure
-
- IUPAC Name
- (5S,6E,8Z,10Z,14Z)-5-hydroxy-12-oxo-icosa-6,8,10,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7-,9-6-,14-10-,15-11+/t19-/m1/s1
- InChI Key
- SJVWVCVZWMJXOK-XTPWLKIHSA-N
- SMILES
- CCCCC/C=C\CC(=O)/C=C\C=C/C=C/[C@@H](O)CCCC(=O)O
- Source
- ZINC000043898792
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 0 |
| Heteroatom Count | 4 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 74.6 Å2 | LogP | 2.832 |
| LogS | -3.634 | LogD | 1.21 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.175 | Pgp substrate | 0.988 |
| HIA | 0.778 | F20 % | 0.987 |
| F30 % | 0.003 | Caco-2 | -4.753 |
| MDCK | -5.282 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.385 | PPB | 99.738 |
| VD | 0.66 | Fu | 0.454 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.132 | CYP1A2 substrate | 0.366 |
| CYP2A6 substrate | 0.314 | CYP2B6 substrate | 0.356 |
| CYP2C19 inhibitor | 0.05 | CYP2C19 substrate | 0.376 |
| CYP2C8 substrate | 0.477 | CYP2C9 inhibitor | 0.437 |
| CYP2C9 substrate | 0.033 | CYP2D6 inhibitor | 0.053 |
| CYP2D6 substrate | 0.128 | CYP2E1 substrate | 0.247 |
| CYP3A4 inhibitor | 0.044 | CYP3A4 substrate | 0.38 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.968 | CL | 6.366 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.361 | Hepatotoxicity | 0.993 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.817 | Skin Sensitization | 0.988 |
| Carcinogenicity | 0.194 | Eye Corrosion | 0.103 |
| Eye Irritation | 0.895 | Respiratory Toxicity | 0.29 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.875 | IGC50 | 3.19 |
| LC50FM | 4.061 | LC50DM | 5.624 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.141 | NR-AR-LBD | 0.229 |
| NR-AhR | 0.001 | NR-Aromatase | 0.007 |
| NR-ER | 0.102 | NR-ER-LBD | 0.254 |
| NR-PPAR-gamma | 0.199 | SR-ARE | 0.804 |
| SR-ATAD5 | 0.076 | SR-HSE | 0.0 |
| SR-MMP | 0.018 | SR-p53 | 0.138 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.