3,4-Dichlorophenyl 3-deoxy-3-(3-methoxy-phenylamino)-1-thio-alpha-D-gulopyranoside

ID: ALA4578860

Chembl Id: CHEMBL4578860

PubChem CID: 155565429

Max Phase: Preclinical

Molecular Formula: C19H21Cl2NO5S

Molecular Weight: 446.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(N[C@H]2[C@@H](O)[C@@H](Sc3ccc(Cl)c(Cl)c3)O[C@H](CO)[C@@H]2O)c1

Standard InChI:  InChI=1S/C19H21Cl2NO5S/c1-26-11-4-2-3-10(7-11)22-16-17(24)15(9-23)27-19(18(16)25)28-12-5-6-13(20)14(21)8-12/h2-8,15-19,22-25H,9H2,1H3/t15-,16-,17+,18-,19-/m1/s1

Standard InChI Key:  XRWPMSSCPKNFEZ-UJWQCDCRSA-N

Alternative Forms

1. Parent:

   

   ALA4578860

   ---

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: 446.35

Molecular Weight (Monoisotopic): 445.0517

AlogP: 3.01

#Rotatable Bonds: 6

Polar Surface Area: 91.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.96

CX Basic pKa: 2.62

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.30

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