Compound information
- Natural Products
- NACP100314
- Molecular Formula
- C29H20O9
- Molecular Weight
- 512.11073222 g/mol
- Structure
-
- IUPAC Name
- methyl 3',5',11',13'-tetrahydroxy-9'-(4-hydroxyphenyl)-6,8'-dioxo-spiro[cyclohexa-1,4-diene-3,16'-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene]-1'-carboxylate
- InChI
- InChI=1S/C29H20O9/c1-38-26(37)29-20-11-18(33)13-22(35)24(20)28(14-2-4-15(30)5-3-14,27(29)8-6-16(31)7-9-27)25(36)19-10-17(32)12-21(34)23(19)29/h2-13,30,32-35H,1H3
- InChI Key
- PBGSPYHKIMHMQD-UHFFFAOYSA-N
- SMILES
- O=C1C=CC2(C=C1)C3(C(=O)OC)C=4C=C(O)C=C(O)C4C2(C(=O)C=5C=C(O)C=C(O)C53)C6=CC=C(O)C=C6
- CAS
- SuperClass
- Lignans, neolignans and related compounds
- Class
- Aryltetralin lignans
- SubClass
- NaN
- Source
- CNP0370531
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 38 | Ring Count | 6 |
| Heteroatom Count | 9 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 161.59 Å2 | LogP | 2.503 |
| LogS | -4.707 | LogD | 3.254 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.94 | Pgp substrate | 0.029 |
| HIA | 0.982 | F20 % | 0.0 |
| F30 % | 0.314 | Caco-2 | -6.111 |
| MDCK | -5.629 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.008 | PPB | 86.423 |
| VD | 2.463 | Fu | 1.093 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.312 |
| CYP2A6 substrate | 0.571 | CYP2B6 substrate | 0.376 |
| CYP2C19 inhibitor | 0.033 | CYP2C19 substrate | 0.706 |
| CYP2C8 substrate | 0.658 | CYP2C9 inhibitor | 0.984 |
| CYP2C9 substrate | 0.0 | CYP2D6 inhibitor | 0.034 |
| CYP2D6 substrate | 0.203 | CYP2E1 substrate | 0.208 |
| CYP3A4 inhibitor | 0.535 | CYP3A4 substrate | 0.229 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.83 | CL | 9.767 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.831 | Hepatotoxicity | 0.028 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.366 |
| FDAMDD | 0.997 | Skin Sensitization | 0.984 |
| Carcinogenicity | 0.066 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.794 | Respiratory Toxicity | 0.052 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.453 | IGC50 | 4.646 |
| LC50FM | 6.228 | LC50DM | 4.469 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.533 | NR-AR-LBD | 0.59 |
| NR-AhR | 0.551 | NR-Aromatase | 0.348 |
| NR-ER | 0.897 | NR-ER-LBD | 0.988 |
| NR-PPAR-gamma | 0.915 | SR-ARE | 0.537 |
| SR-ATAD5 | 0.802 | SR-HSE | 0.877 |
| SR-MMP | 0.989 | SR-p53 | 0.982 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.