(1S,2S,4S,5S)-4-(((2S,3S,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-(2-azidoethoxy)-N1,N2-bis(4-(hydroxymethyl)benzyl)cyclohexane-1,2-dicarboxamide

ID: ALA5279021

Max Phase: Preclinical

Molecular Formula: C32H44N6O10

Molecular Weight: 672.74

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCCO[C@H]1C[C@H](C(=O)NCc2ccc(CO)cc2)[C@@H](C(=O)NCc2ccc(CO)cc2)C[C@@H]1O[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C32H44N6O10/c33-13-26-27(41)28(42)29(43)32(48-26)47-25-12-23(31(45)36-15-19-3-7-21(17-40)8-4-19)22(11-24(25)46-10-9-37-38-34)30(44)35-14-18-1-5-20(16-39)6-2-18/h1-8,22-29,32,39-43H,9-17,33H2,(H,35,44)(H,36,45)/t22-,23-,24-,25-,26+,27+,28-,29-,32-/m0/s1

Standard InChI Key:  XNKBELKRIPWGHL-JYVQCWHTSA-N

Molfile:  

 
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M  CHG  2  46   1  47  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5279021

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 672.74

Molecular Weight (Monoisotopic): 672.3119

AlogP: -0.52

#Rotatable Bonds: 15

Polar Surface Area: 261.82

Molecular Species: ZWITTERION

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.21

CX Basic pKa: 8.80

CX LogP: -1.71

CX LogD: -3.22

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: 0.61

References

1. Cramer J..  (2021)  Medicinal chemistry of the myeloid C-type lectin receptors Mincle, Langerin, and DC-SIGN.,  12  (12.0): [PMID:35024612] [10.1039/D1MD00238D]

Source

Source(1):

• Scientific Literature