ID: ALA1938619

Max Phase: Preclinical

Molecular Formula: C9H12O6

Molecular Weight: 216.19

Molecule Type: Small molecule

Representations

Synonyms (1): 4-Epi-Gabosin D
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)OCC1=C[C@@H](O)[C@H](O)[C@@H](O)C1=O

Standard InChI:  InChI=1S/C9H12O6/c1-4(10)15-3-5-2-6(11)8(13)9(14)7(5)12/h2,6,8-9,11,13-14H,3H2,1H3/t6-,8+,9+/m1/s1

Standard InChI Key:  QNDBYGBRMNCSJX-YEPSODPASA-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: 216.19

Molecular Weight (Monoisotopic): 216.0634

AlogP: -1.86

#Rotatable Bonds: 2

Polar Surface Area: 104.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.22

CX Basic pKa:

CX LogP: -1.82

CX LogD: -1.82

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.47

Np Likeness Score: 2.37

References

1. Wang CH, Wu HT, Cheng HM, Yen TJ, Lu IH, Chang HC, Jao SC, Shing TK, Li WS..  (2011)  Inhibition of glutathione S-transferase M1 by new gabosine analogues is essential for overcoming cisplatin resistance in lung cancer cells.,  54  (24): [PMID:22085405] [10.1021/jm201131n]

Source

Source(1):

• Scientific Literature