ID: ALA4288461

Max Phase: Preclinical

Molecular Formula: C27H24O12

Molecular Weight: 540.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)CC(=O)OC[C@H]1O[C@@H](Oc2c(O)cc3c4c(ccc(-c5ccccc5)c24)C(=O)OC3)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H24O12/c28-16-8-13-10-37-26(35)15-7-6-14(12-4-2-1-3-5-12)21(20(13)15)25(16)39-27-24(34)23(33)22(32)17(38-27)11-36-19(31)9-18(29)30/h1-8,17,22-24,27-28,32-34H,9-11H2,(H,29,30)/t17-,22-,23+,24-,27+/m1/s1

Standard InChI Key:  ULIXMJDRTPVZES-LEYBTYMMSA-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: 540.48

Molecular Weight (Monoisotopic): 540.1268

AlogP: 1.09

#Rotatable Bonds: 7

Polar Surface Area: 189.28

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa:

CX LogP: 1.62

CX LogD: -1.79

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: 1.62

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