Methyl 3-O-((3-carboxyphenyl)-1,2,3-triazol-4-ylmethyl)-beta-D-galactopyranoside

ID: ALA4877004

PubChem CID: 164627055

Max Phase: Preclinical

Molecular Formula: C17H21N3O8

Molecular Weight: 395.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OCc2cn(-c3cccc(C(=O)O)c3)nn2)[C@H]1O

Standard InChI:  InChI=1S/C17H21N3O8/c1-26-17-14(23)15(13(22)12(7-21)28-17)27-8-10-6-20(19-18-10)11-4-2-3-9(5-11)16(24)25/h2-6,12-15,17,21-23H,7-8H2,1H3,(H,24,25)/t12-,13+,14-,15+,17-/m1/s1

Standard InChI Key:  VOUCYDITYYHOIP-LBKYZSNHSA-N

Molfile:  

 
     RDKit          2D

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   41.7006   -4.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4127   -4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1247   -4.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1247   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4127   -3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4127   -5.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   43.8404   -3.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   44.5537   -3.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6982   -5.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6982   -6.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0350   -7.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2899   -8.0430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   42.3698   -7.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8073   -8.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9858   -8.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5011   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8366  -10.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6616  -10.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1426   -9.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.5172  -11.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8206  -10.9626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877004

   ---

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: 395.37

Molecular Weight (Monoisotopic): 395.1329

AlogP: -1.06

#Rotatable Bonds: 7

Polar Surface Area: 156.39

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: -0.48

CX LogD: -3.68

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: 0.14

References

1. Hassan M, van Klaveren S, Håkansson M, Diehl C, Kovačič R, Baussière F, Sundin AP, Dernovšek J, Walse B, Zetterberg F, Leffler H, Anderluh M, Tomašič T, Jakopin Ž, Nilsson UJ..  (2021)  Benzimidazole-galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimisation.,  223  [PMID:34225180] [10.1016/j.ejmech.2021.113664]

Source

Source(1):

• Scientific Literature