Inhibitor information
- Natural Products
- NACP100167
- Molecular Formula
- C24H27NO8
- Molecular Weight
- 457.173666824 g/mol
- Structure
-
- IUPAC Name
- 2,4-dihydroxy-3-[3-(12-hydroxy-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl)propanoylamino]benzoic acid
- InChI
- InChI=1S/C24H27NO8/c1-22(7-6-16(28)25-17-13(26)4-3-12(18(17)29)20(30)31)15(27)5-8-24-10-11-9-14(19(22)24)33-23(11,2)21(24)32/h3-5,8,11,14,19,21,26,29,32H,6-7,9-10H2,1-2H3,(H,25,28)(H,30,31)
- InChI Key
- PATOIDCKGDRHNH-UHFFFAOYSA-N
- SMILES
- O=C(O)C1=CC=C(O)C(NC(=O)CCC2(C(=O)C=CC34CC5CC(OC5(C)C3O)C42)C)=C1O
- CAS
- 114080-94-3
- SuperClass
- Benzenoids
- Class
- Benzene and substituted derivatives
- SubClass
- Benzoic acids and derivatives
- Source
- CNP0351191
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 6 |
| Heteroatom Count | 9 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 153.39 | LogP | 1.27 |
| LogS | -3.198 | LogD | 1.273 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.516 |
| HIA | 0.018 | F20 % | 0.93 |
| F30 % | 0.579 | Caco-2 | -6.003 |
| MDCK | -5.791 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.841 | PPB | 91.481 |
| VD | 0.518 | Fu | 0.938 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.358 |
| CYP2A6 substrate | 0.468 | CYP2B6 substrate | 0.464 |
| CYP2C19 inhibitor | 0.021 | CYP2C19 substrate | 0.296 |
| CYP2C8 substrate | 0.482 | CYP2C9 inhibitor | 0.018 |
| CYP2C9 substrate | 0.032 | CYP2D6 inhibitor | 0.009 |
| CYP2D6 substrate | 0.088 | CYP2E1 substrate | 0.329 |
| CYP3A4 inhibitor | 0.02 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.572 | CL | 6.042 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.016 | Hepatotoxicity | 0.177 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.578 |
| FDAMDD | 0.995 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.483 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.101 | IGC50 | 2.024 |
| LC50FM | 4.537 | LC50DM | 4.288 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.417 | NR-AR-LBD | 0.397 |
| NR-AhR | 0.321 | NR-Aromatase | 0.656 |
| NR-ER | 0.48 | NR-ER-LBD | 0.864 |
| NR-PPAR-gamma | 0.868 | SR-ARE | 0.756 |
| SR-ATAD5 | 0.66 | SR-HSE | 0.822 |
| SR-MMP | 0.287 | SR-p53 | 0.834 |