3,4-Dichlorophenyl 3-(3-chlorophenylamino)-3-deoxy-1-thio-alpha-D-galactoyranoside

ID: ALA4465115

Chembl Id: CHEMBL4465115

PubChem CID: 155530852

Max Phase: Preclinical

Molecular Formula: C18H18Cl3NO4S

Molecular Weight: 450.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@H](Sc2ccc(Cl)c(Cl)c2)[C@H](O)[C@@H](Nc2cccc(Cl)c2)[C@H]1O

Standard InChI:  InChI=1S/C18H18Cl3NO4S/c19-9-2-1-3-10(6-9)22-15-16(24)14(8-23)26-18(17(15)25)27-11-4-5-12(20)13(21)7-11/h1-7,14-18,22-25H,8H2/t14-,15+,16+,17-,18-/m1/s1

Standard InChI Key:  FKUBEGFGZGNZHU-DISONHOPSA-N

Alternative Forms

1. Parent:

   

   ALA4465115

   ---

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: 450.77

Molecular Weight (Monoisotopic): 449.0022

AlogP: 3.66

#Rotatable Bonds: 5

Polar Surface Area: 81.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.96

CX Basic pKa: 2.55

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.39

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