ID: ALA458053

Max Phase: Preclinical

Molecular Formula: C21H20O4

Molecular Weight: 336.39

Molecule Type: Small molecule

Representations

Synonyms (1): Bavachinin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc2oc(-c3ccc(O)cc3)cc(=O)c2cc1CC=C(C)C

Standard InChI:  InChI=1S/C21H20O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-12,22H,5H2,1-3H3

Standard InChI Key:  BVTZAHKRSBADDO-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 336.39

Molecular Weight (Monoisotopic): 336.1362

AlogP: 4.68

#Rotatable Bonds: 4

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.72

CX Basic pKa:

CX LogP: 4.23

CX LogD: 4.21

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: 1.27

References

1. Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J..  (1996)  Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes.,  59  (3): [PMID:8882428] [10.1021/np960057s]

2. Du G, Feng L, Yang Z, Shi J, Huang C, Guo F, Li B, Zhu W, Li Y..  (2015)  Separation and peroxisome proliferator-activated receptor-γ agonist activity evaluation of synthetic racemic bavachinin enantiomers.,  25  (12): [PMID:25978962] [10.1016/j.bmcl.2015.04.029]

3. Won TH, Song IH, Kim KH, Yang WY, Lee SK, Oh DC, Oh WK, Oh KB, Shin J..  (2015)  Bioactive Metabolites from the Fruits of Psoralea corylifolia.,  78  (4): [PMID:25710081] [10.1021/np500834d]

Source

Source(1):

• Scientific Literature