ID: ALA260079

Max Phase: Preclinical

Molecular Formula: C28H24O7

Molecular Weight: 472.49

Molecule Type: Small molecule

Representations

Synonyms (1): 4-(4-hydroxybenzylidene) curcumin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(/C=C/C(=O)C(=Cc2ccc(O)cc2)C(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C28H24O7/c1-34-27-16-19(7-13-25(27)32)5-11-23(30)22(15-18-3-9-21(29)10-4-18)24(31)12-6-20-8-14-26(33)28(17-20)35-2/h3-17,29,32-33H,1-2H3/b11-5+,12-6+

Standard InChI Key:  PNCPVSYJULULSS-YDWXAUTNSA-N

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

Properties

Molecular Weight: 472.49

Molecular Weight (Monoisotopic): 472.1522

AlogP: 4.77

#Rotatable Bonds: 9

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.34

CX Basic pKa:

CX LogP: 5.88

CX LogD: 5.83

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: 0.34

References

1. Mishra S, Karmodiya K, Surolia N, Surolia A..  (2008)  Synthesis and exploration of novel curcumin analogues as anti-malarial agents.,  16  (6): [PMID:18194869] [10.1016/j.bmc.2007.12.054]

2. Rišiaňová L, Fischer-Fodor E, Valentová J, Tatomir C, Corina Decea N, Virag P, Pechová I, Devínsky F, Miklášová N..  (2017)  Synthesis, structural characterization and biological activity of novel Knoevenagel condensates on DLD-1 human colon carcinoma.,  27  (11): [PMID:28438541] [10.1016/j.bmcl.2017.04.031]

Source

Source(1):

• Scientific Literature