ID: ALA190265

Max Phase: Preclinical

Molecular Formula: C7H10O5

Molecular Weight: 174.15

Molecule Type: Small molecule

Representations

Synonyms (1): 2,3-Anhydroquinic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)[C@]1(O)C=C[C@@H](O)[C@H](O)C1

Standard InChI:  InChI=1S/C7H10O5/c8-4-1-2-7(12,6(10)11)3-5(4)9/h1-2,4-5,8-9,12H,3H2,(H,10,11)/t4-,5-,7+/m1/s1

Standard InChI Key:  VTEDVYGIJPLVFF-XAHCXIQSSA-N

Molecule Features

Natural Product: No

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: 174.15

Molecular Weight (Monoisotopic): 174.0528

AlogP: -1.52

#Rotatable Bonds: 1

Polar Surface Area: 97.99

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.49

CX Basic pKa:

CX LogP: -1.60

CX LogD: -4.98

Aromatic Rings: 0

Heavy Atoms: 12

QED Weighted: 0.36

Np Likeness Score: 2.36

References

1. Sánchez-Sixto C, Prazeres VF, Castedo L, Lamb H, Hawkins AR, González-Bello C..  (2005)  Structure-based design, synthesis, and biological evaluation of inhibitors of Mycobacterium tuberculosis type II dehydroquinase.,  48  (15): [PMID:16033267] [10.1021/jm0501836]

2. Robinson DA, Stewart KA, Price NC, Chalk PA, Coggins JR, Lapthorn AJ..  (2006)  Crystal structures of Helicobacter pylori type II dehydroquinase inhibitor complexes: new directions for inhibitor design.,  49  (4): [PMID:16480265] [10.1021/jm0505361]

Source

Source(1):

• Scientific Literature