Inhibitor information
- Natural Products
- NACP100087
- Molecular Formula
- C23H22O8
- Molecular Weight
- 426.131467664 g/mol
- Structure
-
- IUPAC Name
- 13-hydroxy-6-isopropenyl-17,19-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3,8,10,14,17-pentaene-12,16-dione
- InChI
- InChI=1S/C23H22O8/c1-11(2)16-7-13-15(30-16)6-5-12-20(13)31-19-10-29-22(28-4)9-17(27-3)14(24)8-18(22)23(19,26)21(12)25/h5-6,8-9,16,19,26H,1,7,10H2,2-4H3
- InChI Key
- PALZWWLQIUCKJJ-UHFFFAOYSA-N
- SMILES
- O=C1C=C2C(OC)(OCC3OC=4C(=CC=C5OC(C(=C)C)CC54)C(=O)C23O)C=C1OC
- CAS
- SuperClass
- Organoheterocyclic compounds
- Class
- Benzopyrans
- SubClass
- 1-benzopyrans
- Source
- CNP0258843
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 5 |
| Heteroatom Count | 8 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 100.52 | LogP | 1.965 |
| LogS | -3.572 | LogD | 2.249 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.998 | Pgp substrate | 0.005 |
| HIA | 0.956 | F20 % | 0.953 |
| F30 % | 0.083 | Caco-2 | -5.21 |
| MDCK | -4.392 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.072 | PPB | 84.457 |
| VD | 2.055 | Fu | 0.721 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.023 | CYP1A2 substrate | 0.374 |
| CYP2A6 substrate | 0.603 | CYP2B6 substrate | 0.593 |
| CYP2C19 inhibitor | 0.373 | CYP2C19 substrate | 0.517 |
| CYP2C8 substrate | 0.529 | CYP2C9 inhibitor | 0.019 |
| CYP2C9 substrate | 0.012 | CYP2D6 inhibitor | 0.291 |
| CYP2D6 substrate | 0.117 | CYP2E1 substrate | 0.395 |
| CYP3A4 inhibitor | 0.945 | CYP3A4 substrate | 0.955 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.147 | CL | 12.073 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.079 | Hepatotoxicity | 0.464 |
| Mutagenicity | 0.806 | Rat Oral Acute Toxicity | 0.858 |
| FDAMDD | 0.996 | Skin Sensitization | 0.207 |
| Carcinogenicity | 0.923 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.62 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.786 | IGC50 | 4.336 |
| LC50FM | 7.17 | LC50DM | 7.463 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.702 | NR-AR-LBD | 0.588 |
| NR-AhR | 0.379 | NR-Aromatase | 0.942 |
| NR-ER | 0.388 | NR-ER-LBD | 0.734 |
| NR-PPAR-gamma | 0.733 | SR-ARE | 0.817 |
| SR-ATAD5 | 0.804 | SR-HSE | 0.919 |
| SR-MMP | 0.964 | SR-p53 | 0.943 |