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

ID: ALA4437067

Chembl Id: CHEMBL4437067

PubChem CID: 155512458

Max Phase: Preclinical

Molecular Formula: C15H23NO5

Molecular Weight: 297.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H23NO5/c1-8-4-5-10(6-9(8)2)16-12-13(18)11(7-17)21-15(20-3)14(12)19/h4-6,11-19H,7H2,1-3H3/t11-,12-,13+,14-,15-/m1/s1

Standard InChI Key:  NKAZGFSURNKAOL-UXXRCYHCSA-N

Alternative Forms

1. Parent:

   

   ALA4437067

   ---

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: 297.35

Molecular Weight (Monoisotopic): 297.1576

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: 3.58

CX LogP: 0.70

CX LogD: 0.70

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: 0.61

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