ID: ALA3120854

Max Phase: Preclinical

Molecular Formula: C25H24O9

Molecular Weight: 468.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(-c2ccccc2)cc(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)c(-c2ccccc2)c1O

Standard InChI:  InChI=1S/C25H24O9/c1-32-22-15(13-8-4-2-5-9-13)12-16(17(18(22)26)14-10-6-3-7-11-14)33-25-21(29)19(27)20(28)23(34-25)24(30)31/h2-12,19-21,23,25-29H,1H3,(H,30,31)/t19-,20-,21+,23-,25+/m0/s1

Standard InChI Key:  ULMASYHIMBKYFX-MDYSUIJBSA-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: 468.46

Molecular Weight (Monoisotopic): 468.1420

AlogP: 2.01

#Rotatable Bonds: 6

Polar Surface Area: 145.91

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.32

CX Basic pKa:

CX LogP: 2.56

CX LogD: -0.87

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: 1.42

References

1. Deng J, Lu C, Li S, Hao H, Li Z, Zhu J, Li Y, Shen Y..  (2014)  p-Terphenyl O-β-glucuronides, DNA topoisomerase inhibitors from Streptomyces sp. LZ35ΔgdmAI.,  24  (5): [PMID:24507923] [10.1016/j.bmcl.2014.01.037]

2. Choi JW, Lee Y, Kim J, Kwon H, Deyrup ST, Lee JW, Lee D, Kang HS, Joo H, Shim SH..  (2023)  Discovery of Bioactive Metabolites by Acidic Stress to a Geldanamycin Producer, Streptomyces samsunensis.,  86  (4): [PMID:37042709] [10.1021/acs.jnatprod.2c01151]

Source

Source(1):

• Scientific Literature