ID: ALA4290794

Max Phase: Preclinical

Molecular Formula: C25H22O11

Molecular Weight: 498.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1OC(C(=O)O)c2cc(O)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(-c4ccccc4)ccc1c23

Standard InChI:  InChI=1S/C25H22O11/c26-9-15-18(28)19(29)20(30)25(34-15)36-22-14(27)8-13-16-12(24(33)35-21(13)23(31)32)7-6-11(17(16)22)10-4-2-1-3-5-10/h1-8,15,18-21,25-30H,9H2,(H,31,32)/t15-,18-,19+,20-,21?,25+/m1/s1

Standard InChI Key:  KUYMUCQWUSNZOX-SUKHPEAHSA-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: 498.44

Molecular Weight (Monoisotopic): 498.1162

AlogP: 0.69

#Rotatable Bonds: 5

Polar Surface Area: 183.21

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.20

CX Basic pKa:

CX LogP: 0.98

CX LogD: -2.47

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: 1.49

References

1. Chen Y, Paetz C, Schneider B..  (2018)  Precursor-Directed Biosynthesis of Phenylbenzoisoquinolindione Alkaloids and the Discovery of a Phenylphenalenone-Based Plant Defense Mechanism.,  81  (4): [PMID:29509420] [10.1021/acs.jnatprod.7b00885]

Source

Source(1):

• Scientific Literature