ID: ALA4280152

Max Phase: Preclinical

Molecular Formula: C28H26O12

Molecular Weight: 554.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c3c(ccc(-c4ccccc4)c3c1O[C@@H]1O[C@H](COC(=O)CC(=O)O)[C@@H](O)[C@H](O)[C@H]1O)C(=O)OC2

Standard InChI:  InChI=1S/C28H26O12/c1-36-17-9-14-11-38-27(35)16-8-7-15(13-5-3-2-4-6-13)22(21(14)16)26(17)40-28-25(34)24(33)23(32)18(39-28)12-37-20(31)10-19(29)30/h2-9,18,23-25,28,32-34H,10-12H2,1H3,(H,29,30)/t18-,23-,24+,25-,28+/m1/s1

Standard InChI Key:  URUVIYQWAWLODL-PZWLKQCSSA-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: 554.50

Molecular Weight (Monoisotopic): 554.1424

AlogP: 1.39

#Rotatable Bonds: 8

Polar Surface Area: 178.28

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa:

CX LogP: 1.77

CX LogD: -1.64

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.23

Np Likeness Score: 1.47

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