Sodium 2',6'-dichloro-4'-(alpha-D-mannopyranosyloxy)-biphenyl-4-carboxylate

ID: ALA1802192

Chembl Id: CHEMBL1802192

PubChem CID: 49856351

Max Phase: Preclinical

Molecular Formula: C19H17Cl2NaO8

Molecular Weight: 445.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([O-])c1ccc(-c2c(Cl)cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2Cl)cc1.[Na+]

Standard InChI:  InChI=1S/C19H18Cl2O8.Na/c20-11-5-10(28-19-17(25)16(24)15(23)13(7-22)29-19)6-12(21)14(11)8-1-3-9(4-2-8)18(26)27;/h1-6,13,15-17,19,22-25H,7H2,(H,26,27);/q;+1/p-1/t13-,15-,16+,17+,19+;/m1./s1

Standard InChI Key:  STNLTYJQOOPOJB-GIGFFRAWSA-M

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: 445.25

Molecular Weight (Monoisotopic): 444.0379

AlogP: 1.54

#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: 3.99

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: -1.25

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: 1.09

References

1. Klein T, Abgottspon D, Wittwer M, Rabbani S, Herold J, Jiang X, Kleeb S, Lüthi C, Scharenberg M, Bezençon J, Gubler E, Pang L, Smiesko M, Cutting B, Schwardt O, Ernst B..  (2010)  FimH antagonists for the oral treatment of urinary tract infections: from design and synthesis to in vitro and in vivo evaluation.,  53  (24): [PMID:21105658] [10.1021/jm101011y]

Source

Source(1):

• Scientific Literature