Compound information
- Natural Products
- NACP136833
- Molecular Formula
- C19H17NO6
- Molecular Weight
- 355.105587264 g/mol
- Structure
-
- IUPAC Name
- 5-hydroxy-2-[5-(4-hydroxy-3-methoxy-phenyl)penta-2,4-dienoylamino]benzoic acid
- InChI
- InChI=1S/C19H17NO6/c1-26-17-10-12(6-9-16(17)22)4-2-3-5-18(23)20-15-8-7-13(21)11-14(15)19(24)25/h2-11,21-22H,1H3,(H,20,23)(H,24,25)
- InChI Key
- UXYPQEDKRALATQ-UHFFFAOYSA-N
- SMILES
- O=C(O)C1=CC(O)=CC=C1NC(=O)C=CC=CC2=CC=C(O)C(OC)=C2
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0470259
Warheads
- Acrylamide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 116.09 Å2 | LogP | 3.587 |
| LogS | -4.552 | LogD | 2.825 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.009 | Pgp substrate | 0.017 |
| HIA | 0.897 | F20 % | 0.698 |
| F30 % | 0.508 | Caco-2 | -5.117 |
| MDCK | -5.682 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.141 | PPB | 76.571 |
| VD | 0.348 | Fu | 1.194 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.401 | CYP1A2 substrate | 0.716 |
| CYP2A6 substrate | 0.668 | CYP2B6 substrate | 0.564 |
| CYP2C19 inhibitor | 0.102 | CYP2C19 substrate | 0.548 |
| CYP2C8 substrate | 0.61 | CYP2C9 inhibitor | 0.506 |
| CYP2C9 substrate | 0.463 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.334 | CYP2E1 substrate | 0.31 |
| CYP3A4 inhibitor | 0.307 | CYP3A4 substrate | 0.093 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.96 | CL | 3.363 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.484 | Hepatotoxicity | 0.14 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.019 |
| FDAMDD | 0.375 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.096 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.561 | Respiratory Toxicity | 0.118 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.6 | IGC50 | 2.926 |
| LC50FM | 5.169 | LC50DM | 3.815 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.329 | NR-AR-LBD | 0.556 |
| NR-AhR | 0.437 | NR-Aromatase | 0.142 |
| NR-ER | 0.679 | NR-ER-LBD | 0.802 |
| NR-PPAR-gamma | 0.841 | SR-ARE | 0.912 |
| SR-ATAD5 | 0.838 | SR-HSE | 0.827 |
| SR-MMP | 0.676 | SR-p53 | 0.786 |
Similar covalent drugs
No similar covalent drugs found for this compound.