ID: ALA1802185

Max Phase: Preclinical

Molecular Formula: C19H18ClNaO8

Molecular Weight: 410.81

Molecule Type: Small molecule

Representations

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.[Na+]

Standard InChI:  InChI=1S/C19H19ClO8.Na/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);/q;+1/p-1/t14-,15-,16+,17+,19+;/m1./s1

Standard InChI Key:  ANKKJQZHPLEHGC-DKNLRZDWSA-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

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: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

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. 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]

2. Jiang X, Abgottspon D, Kleeb S, Rabbani S, Scharenberg M, Wittwer M, Haug M, Schwardt O, Ernst B..  (2012)  Antiadhesion therapy for urinary tract infections--a balanced PK/PD profile proved to be key for success.,  55  (10): [PMID:22519985] [10.1021/jm300192x]

Source

Source(1):

• Scientific Literature