3'-chloro-4'-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)biphenyl-4-carboxylic acid

ID: ALA1852052

Chembl Id: CHEMBL1852052

PubChem CID: 49856166

Max Phase: Preclinical

Molecular Formula: C19H19ClO8

Molecular Weight: 410.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C19H19ClO8/c20-12-7-11(9-1-3-10(4-2-9)18(25)26)5-6-13(12)27-19-17(24)16(23)15(22)14(8-21)28-19/h1-7,14-17,19,21-24H,8H2,(H,25,26)/t14-,15-,16+,17+,19+/m1/s1

Standard InChI Key:  GRWYYZUQOKZFOB-GJGATLCTSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1852052

   Sodium 3'-chloro-4'-(alpha-D-mannopyranosyloxy)-biphenyl-4-carboxylate

2. Parent:

   

   ALA1852052

   4-[3-chloro-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]benzoic acid

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

Calculated Properties

Molecular Weight: 410.81

Molecular Weight (Monoisotopic): 410.0768

AlogP: 0.88

#Rotatable Bonds: 5

Polar Surface Area: 136.68

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 1.31

CX LogD: -1.81

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: 0.89

References

1. Scharenberg M, Schwardt O, Rabbani S, Ernst B..  (2012)  Target Selectivity of FimH Antagonists.,  55  (22): [PMID:23088608] [10.1021/jm3010338]

Source

Source(1):

• Scientific Literature