methyl 3-deoxy-3-(3-methyl-phenylamino)-beta-D-gulopyranoside

ID: ALA4434806

Chembl Id: CHEMBL4434806

PubChem CID: 155510720

Max Phase: Preclinical

Molecular Formula: C14H21NO5

Molecular Weight: 283.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@@H](Nc2cccc(C)c2)[C@H]1O

Standard InChI:  InChI=1S/C14H21NO5/c1-8-4-3-5-9(6-8)15-11-12(17)10(7-16)20-14(19-2)13(11)18/h3-6,10-18H,7H2,1-2H3/t10-,11-,12+,13-,14-/m1/s1

Standard InChI Key:  UDBXDZFZJLLAHW-RKQHYHRCSA-N

Alternative Forms

1. Parent:

   

   ALA4434806

   ---

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: 283.32

Molecular Weight (Monoisotopic): 283.1420

AlogP: -0.14

#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: 3.16

CX LogP: 0.19

CX LogD: 0.19

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 0.67

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