Compound information
- Natural Products
- NACP100529
- Molecular Formula
- C27H42O9
- Molecular Weight
- 510.282882924 g/mol
- Structure
-
- IUPAC Name
- 2,3-dihydroxy-1,4a,7-trimethyl-1-[[3,4,5-trihydroxy-6-(hydroxymethyl)-5-methyl-tetrahydropyran-2-yl]oxymethyl]-7-vinyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
- InChI
- InChI=1S/C27H42O9/c1-6-24(2)8-7-15-14(10-24)16(29)9-18-25(15,3)11-17(30)21(32)26(18,4)13-35-23-20(31)22(33)27(5,34)19(12-28)36-23/h6,10,15,17-23,28,30-34H,1,7-9,11-13H2,2-5H3
- InChI Key
- PCADVJLOSBNJOQ-UHFFFAOYSA-N
- SMILES
- O=C1C2=CC(C=C)(C)CCC2C3(C)CC(O)C(O)C(C)(COC4OC(CO)C(O)(C)C(O)C4O)C3C1
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0461461
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 36 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 156.91 Å2 | LogP | 0.809 |
| LogS | -3.125 | LogD | 1.947 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.634 |
| HIA | 0.172 | F20 % | 0.799 |
| F30 % | 0.131 | Caco-2 | -5.785 |
| MDCK | -5.845 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.299 | PPB | 38.178 |
| VD | 0.521 | Fu | 0.442 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.284 |
| CYP2A6 substrate | 0.412 | CYP2B6 substrate | 0.429 |
| CYP2C19 inhibitor | 0.03 | CYP2C19 substrate | 0.372 |
| CYP2C8 substrate | 0.272 | CYP2C9 inhibitor | 0.001 |
| CYP2C9 substrate | 0.02 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.211 | CYP2E1 substrate | 0.24 |
| CYP3A4 inhibitor | 0.031 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.171 | CL | 1.489 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 0.007 |
| Mutagenicity | 0.121 | Rat Oral Acute Toxicity | 0.384 |
| FDAMDD | 0.816 | Skin Sensitization | 0.08 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.857 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.23 | IGC50 | 2.876 |
| LC50FM | 4.804 | LC50DM | 5.474 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.165 | NR-AR-LBD | 0.324 |
| NR-AhR | 0.002 | NR-Aromatase | 0.443 |
| NR-ER | 0.267 | NR-ER-LBD | 0.826 |
| NR-PPAR-gamma | 0.429 | SR-ARE | 0.069 |
| SR-ATAD5 | 0.391 | SR-HSE | 0.551 |
| SR-MMP | 0.821 | SR-p53 | 0.106 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.