Methyl 3-deoxy-3-(3,4-difluorophenylamino)-beta-D-gulopyranoside

ID: ALA4538912

Chembl Id: CHEMBL4538912

PubChem CID: 155549274

Max Phase: Preclinical

Molecular Formula: C13H17F2NO5

Molecular Weight: 305.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@@H](Nc2ccc(F)c(F)c2)[C@H]1O

Standard InChI:  InChI=1S/C13H17F2NO5/c1-20-13-12(19)10(11(18)9(5-17)21-13)16-6-2-3-7(14)8(15)4-6/h2-4,9-13,16-19H,5H2,1H3/t9-,10-,11+,12-,13-/m1/s1

Standard InChI Key:  IFOPJPSUWILUOL-UJPOAAIJSA-N

Alternative Forms

1. Parent:

   

   ALA4538912

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 305.28

Molecular Weight (Monoisotopic): 305.1075

AlogP: -0.17

#Rotatable Bonds: 4

Polar Surface Area: 91.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: 2.44

CX LogP: -0.04

CX LogD: -0.04

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: 0.23

References

1. Mahanti M, Pal KB, Sundin AP, Leffler H, Nilsson UJ..  (2020)  Epimers Switch Galectin-9 Domain Selectivity: 3N-Aryl Galactosides Bind the C-Terminal and Gulosides Bind the N-Terminal.,  11  (1): [PMID:31938460] [10.1021/acsmedchemlett.9b00396]

Source

Source(1):

• Scientific Literature