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

ID: ALA4871558

PubChem CID: 164622013

Max Phase: Preclinical

Molecular Formula: C23H25N3O7S

Molecular Weight: 487.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S[C@@H]2O[C@H](CO)[C@H](O)[C@H](OCc3cn(-c4ccc(C(=O)O)cc4)nn3)[C@H]2O)cc1

Standard InChI:  InChI=1S/C23H25N3O7S/c1-13-2-8-17(9-3-13)34-23-20(29)21(19(28)18(11-27)33-23)32-12-15-10-26(25-24-15)16-6-4-14(5-7-16)22(30)31/h2-10,18-21,23,27-29H,11-12H2,1H3,(H,30,31)/t18-,19+,20-,21+,23+/m1/s1

Standard InChI Key:  AEBTWFPFCJWCSX-YBNCXLCVSA-N

Molfile:  

 
     RDKit          2D

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   23.3623   -3.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3623   -3.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0743   -4.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7862   -3.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5019   -2.7146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.6466   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6442   -1.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5001   -4.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2152   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1627   -8.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4983   -9.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3233   -9.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8043   -9.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2112   -3.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9235   -4.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6402   -3.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6400   -3.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0142  -10.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1936  -10.2753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
  3  7  1  1
  2  8  1  1
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 13 26  2  0
 26 27  1  0
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 28 29  1  0
 29 30  2  0
 30 13  1  0
 28 31  1  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871558

   ---

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: 487.53

Molecular Weight (Monoisotopic): 487.1413

AlogP: 1.39

#Rotatable Bonds: 8

Polar Surface Area: 147.16

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.51

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: -0.68

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -0.40

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