Bis-3,3'-[(2H-1-benzopyran-2-on-3-yl]-1,1'-sulfanediyl-di-beta-D-galactopyranoside

ID: ALA4446622

Chembl Id: CHEMBL4446622

PubChem CID: 71666730

Max Phase: Preclinical

Molecular Formula: C32H34O14S

Molecular Weight: 674.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1oc2ccccc2cc1CO[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](S[C@@H]2O[C@H](CO)[C@H](O)[C@H](OCc3cc4ccccc4oc3=O)[C@H]2O)[C@@H]1O

Standard InChI:  InChI=1S/C32H34O14S/c33-11-21-23(35)27(41-13-17-9-15-5-1-3-7-19(15)43-29(17)39)25(37)31(45-21)47-32-26(38)28(24(36)22(12-34)46-32)42-14-18-10-16-6-2-4-8-20(16)44-30(18)40/h1-10,21-28,31-38H,11-14H2/t21-,22-,23+,24+,25-,26-,27+,28+,31+,32+/m1/s1

Standard InChI Key:  NUVVBMDSAGKGGC-PBGHOUHASA-N

Alternative Forms

1. Parent:

   

   ALA4446622

   3-[[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2-oxochromen-3-yl)methoxy]oxan-2-yl]sulfanyl-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxymethyl]chromen-2-one

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: 674.68

Molecular Weight (Monoisotopic): 674.1669

AlogP: -0.02

#Rotatable Bonds: 10

Polar Surface Area: 218.72

Molecular Species: NEUTRAL

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.29

CX Basic pKa: ┄

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: 0.51

References

1. Rajput VK, MacKinnon A, Mandal S, Collins P, Blanchard H, Leffler H, Sethi T, Schambye H, Mukhopadhyay B, Nilsson UJ..  (2016)  A Selective Galactose-Coumarin-Derived Galectin-3 Inhibitor Demonstrates Involvement of Galectin-3-glycan Interactions in a Pulmonary Fibrosis Model.,  59  (17): [PMID:27500311] [10.1021/acs.jmedchem.6b00957]

Source

Source(1):

• Scientific Literature