ID: ALA1083516

Max Phase: Preclinical

Molecular Formula: C19H16O5

Molecular Weight: 324.33

Molecule Type: Small molecule

Representations

Synonyms (1): O-Demethyldemethoxycurcumin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1)CC(=O)/C=C/c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C19H16O5/c20-15-6-1-13(2-7-15)3-8-16(21)12-17(22)9-4-14-5-10-18(23)19(24)11-14/h1-11,20,23-24H,12H2/b8-3+,9-4+

Standard InChI Key:  YZCBFQDXCIWDOS-BQYBEJQRSA-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: 324.33

Molecular Weight (Monoisotopic): 324.0998

AlogP: 3.06

#Rotatable Bonds: 6

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.68

CX Basic pKa:

CX LogP: 4.14

CX LogD: 4.11

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.43

Np Likeness Score: 1.04

References

1. Changtam C, de Koning HP, Ibrahim H, Sajid MS, Gould MK, Suksamrarn A..  (2010)  Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.,  45  (3): [PMID:20004045] [10.1016/j.ejmech.2009.11.035]

2. Changtam C, Hongmanee P, Suksamrarn A..  (2010)  Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity.,  45  (10): [PMID:20691508] [10.1016/j.ejmech.2010.07.003]

3. Xie Y, Huang B, Yu K, Shi F, Liu T, Xu W..  (2013)  Caffeic acid derivatives: a new type of influenza neuraminidase inhibitors.,  23  (12): [PMID:23664211] [10.1016/j.bmcl.2013.04.033]

4. Endo H, Nikaido Y, Nakadate M, Ise S, Konno H..  (2014)  Structure activity relationship study of curcumin analogues toward the amyloid-beta aggregation inhibitor.,  24  (24): [PMID:25467149] [10.1016/j.bmcl.2014.10.076]

Source

Source(1):

• Scientific Literature