3,4-Dichlorophenyl 3-deoxy-3-(3,4-dimethylphenylamino)-1-thio-alpha-D-galactopyranoside

ID: ALA4446731

Chembl Id: CHEMBL4446731

PubChem CID: 155518666

Max Phase: Preclinical

Molecular Formula: C20H23Cl2NO4S

Molecular Weight: 444.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(N[C@@H]2[C@@H](O)[C@@H](Sc3ccc(Cl)c(Cl)c3)O[C@H](CO)[C@@H]2O)cc1C

Standard InChI:  InChI=1S/C20H23Cl2NO4S/c1-10-3-4-12(7-11(10)2)23-17-18(25)16(9-24)27-20(19(17)26)28-13-5-6-14(21)15(22)8-13/h3-8,16-20,23-26H,9H2,1-2H3/t16-,17+,18+,19-,20-/m1/s1

Standard InChI Key:  KXTYJQDZYPOHLD-LCWAXJCOSA-N

Alternative Forms

1. Parent:

   

   ALA4446731

   ---

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: 444.38

Molecular Weight (Monoisotopic): 443.0725

AlogP: 3.62

#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: 3.60

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -0.40

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