Methyl 3-((2-amino-6-(2-naphthyl)-pyrimidin-4-yl)methyl)-beta-D-galactopyranoside

ID: ALA4513875

PubChem CID: 155539183

Max Phase: Preclinical

Molecular Formula: C22H25N3O6

Molecular Weight: 427.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OCc2cc(-c3ccc4ccccc4c3)nc(N)n2)[C@H]1O

Standard InChI:  InChI=1S/C22H25N3O6/c1-29-21-19(28)20(18(27)17(10-26)31-21)30-11-15-9-16(25-22(23)24-15)14-7-6-12-4-2-3-5-13(12)8-14/h2-9,17-21,26-28H,10-11H2,1H3,(H2,23,24,25)/t17-,18+,19-,20+,21-/m1/s1

Standard InChI Key:  MHAGRBNTMLLXCR-VIYGXFRKSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4513875

   ---

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: 427.46

Molecular Weight (Monoisotopic): 427.1743

AlogP: 0.85

#Rotatable Bonds: 6

Polar Surface Area: 140.18

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.28

CX Basic pKa: 4.01

CX LogP: 1.11

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: 0.68

References

1. Dahlqvist A, Zetterberg FR, Leffler H, Nilsson UJ..  (2019)  Aminopyrimidine-galactose hybrids are highly selective galectin-3 inhibitors.,  10  (6): [PMID:31303989] [10.1039/C9MD00183B]

Source

Source(1):

• Scientific Literature