3-Phenylpropyl alpha-D-mannopyranoside

ID: ALA1802184

Chembl Id: CHEMBL1802184

PubChem CID: 49855778

Max Phase: Preclinical

Molecular Formula: C15H22O6

Molecular Weight: 298.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@H](OCCCc2ccccc2)[C@@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H22O6/c16-9-11-12(17)13(18)14(19)15(21-11)20-8-4-7-10-5-2-1-3-6-10/h1-3,5-6,11-19H,4,7-9H2/t11-,12-,13+,14+,15+/m1/s1

Standard InChI Key:  QHNJVZUXAYIKTA-MRLBHPIUSA-N

Alternative Forms

1. Parent:

   

   ALA1802184

   (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(3-phenylpropoxy)oxane-3,4,5-triol

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

Calculated Properties

Molecular Weight: 298.33

Molecular Weight (Monoisotopic): 298.1416

AlogP: -0.56

#Rotatable Bonds: 6

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 0.17

CX LogD: 0.17

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: 1.52

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