Inhibitor information
- Natural Products
- NACP100099
- Molecular Formula
- C28H30O12
- Molecular Weight
- 558.1737264 g/mol
- Structure
-
- IUPAC Name
- 3-acetyl-4a-[4,5-dihydroxy-5-(2-hydroxyacetyl)-6-methyl-tetrahydropyran-2-yl]oxy-1,2,6,7-tetrahydroxy-1,2,12,12a-tetrahydrotetracen-5-one
- InChI
- InChI=1S/C28H30O12/c1-11(30)15-9-27(40-20-8-18(32)28(38,12(2)39-20)19(33)10-29)16(24(35)23(15)34)7-14-6-13-4-3-5-17(31)21(13)25(36)22(14)26(27)37/h3-6,9,12,16,18,20,23-24,29,31-32,34-36,38H,7-8,10H2,1-2H3
- InChI Key
- PANIVFZFBIDBAP-UHFFFAOYSA-N
- SMILES
- O=C(C1=CC2(OC3OC(C)C(O)(C(=O)CO)C(O)C3)C(=O)C4=C(O)C=5C(O)=CC=CC5C=C4CC2C(O)C1O)C
- CAS
- SuperClass
- Organic oxygen compounds
- Class
- Organooxygen compounds
- SubClass
- Carbohydrates and carbohydrate conjugates
- Source
- CNP0385569
Warheads
- Michael Acceptor
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 40 | Ring Count | 5 |
| Heteroatom Count | 12 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 12 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 211.28 | LogP | 0.85 |
| LogS | -3.23 | LogD | 1.182 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.625 |
| HIA | 0.015 | F20 % | 0.669 |
| F30 % | 0.298 | Caco-2 | -5.902 |
| MDCK | -5.924 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 32.708 |
| VD | 0.961 | Fu | 0.694 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.358 |
| CYP2A6 substrate | 0.621 | CYP2B6 substrate | 0.492 |
| CYP2C19 inhibitor | 0.065 | CYP2C19 substrate | 0.241 |
| CYP2C8 substrate | 0.454 | CYP2C9 inhibitor | 0.037 |
| CYP2C9 substrate | 0.053 | CYP2D6 inhibitor | 0.006 |
| CYP2D6 substrate | 0.056 | CYP2E1 substrate | 0.244 |
| CYP3A4 inhibitor | 0.291 | CYP3A4 substrate | 0.988 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.432 | CL | 13.539 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.011 | Hepatotoxicity | 0.064 |
| Mutagenicity | 0.993 | Rat Oral Acute Toxicity | 0.625 |
| FDAMDD | 0.96 | Skin Sensitization | 0.092 |
| Carcinogenicity | 0.131 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.392 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.172 | IGC50 | 4.246 |
| LC50FM | 4.335 | LC50DM | 6.205 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.38 | NR-AR-LBD | 0.968 |
| NR-AhR | 0.735 | NR-Aromatase | 0.953 |
| NR-ER | 0.529 | NR-ER-LBD | 0.811 |
| NR-PPAR-gamma | 0.955 | SR-ARE | 0.861 |
| SR-ATAD5 | 0.882 | SR-HSE | 0.957 |
| SR-MMP | 0.961 | SR-p53 | 0.967 |