ID: ALA4246398

Max Phase: Preclinical

Molecular Formula: C25H24O12

Molecular Weight: 516.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]1C[C@@](OC(=O)/C=C/c2ccc(O)c(O)c2)(C(=O)O)C[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m0/s1

Standard InChI Key:  YDDUMTOHNYZQPO-ZSGFIFMUSA-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: 516.46

Molecular Weight (Monoisotopic): 516.1268

AlogP: 1.03

#Rotatable Bonds: 7

Polar Surface Area: 211.28

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.18

CX Basic pKa:

CX LogP: 2.16

CX LogD: -1.30

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: 1.67

References

1. Ha JH, Park SN..  (2018)  Mechanism underlying inhibitory effect of six dicaffeoylquinic acid isomers on melanogenesis and the computational molecular modeling studies.,  26  (14): [PMID:30030001] [10.1016/j.bmc.2018.07.014]

Source

Source(1):

• Scientific Literature