4-Hydroxy-3-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-acryloyl]-6-methyl-pyran-2-one

ID: ALA190814

Chembl Id: CHEMBL190814

PubChem CID: 135400377

Max Phase: Preclinical

Molecular Formula: C16H14O6

Molecular Weight: 302.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2c(O)cc(C)oc2=O)ccc1O

Standard InChI:  InChI=1S/C16H14O6/c1-9-7-13(19)15(16(20)22-9)12(18)6-4-10-3-5-11(17)14(8-10)21-2/h3-8,17,19H,1-2H3/b6-4+

Standard InChI Key:  LRCLIDIMQAJTGZ-GQCTYLIASA-N

Alternative Forms

1. Parent:

   

   ALA190814

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.28

Molecular Weight (Monoisotopic): 302.0790

AlogP: 2.26

#Rotatable Bonds: 4

Polar Surface Area: 96.97

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.19

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: 0.61

References

1. Cherkasov A, Shi Z, Fallahi M, Hammond GL..  (2005)  Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.,  48  (9): [PMID:15857126] [10.1021/jm049087f]

2. PubChem BioAssay data set, 

3. Bhat ZS, Ul Lah H, Rather MA, Maqbool M, Ara T, Ahmad Z, Yousuf SK..  (2018)  Synthesis and in vitro evaluation of substituted 3-cinnamoyl-4-hydroxy-pyran-2-one (CHP) in pursuit of new potential antituberculosis agents.,  9  (1): [PMID:30108910] [10.1039/C7MD00366H]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays