N-((2R,3R,4R,5S,6R)-2-hydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide

ID: ALA5275172

Max Phase: Preclinical

Molecular Formula: C20H35NO15

Molecular Weight: 529.49

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@H]1O

Standard InChI:  InChI=1S/C20H35NO15/c1-5-10(25)12(27)14(29)19(32-5)36-17-9(21-6(2)24)18(31)33-8(4-23)16(17)35-20-15(30)13(28)11(26)7(3-22)34-20/h5,7-20,22-23,25-31H,3-4H2,1-2H3,(H,21,24)/t5-,7+,8+,9+,10+,11-,12+,13-,14-,15+,16+,17+,18+,19-,20-/m0/s1

Standard InChI Key:  HBBOZFUQJDYASD-LPHOMBEVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5275172

   ---

Molecule Features

Natural Product: Yes

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: 529.49

Molecular Weight (Monoisotopic): 529.2007

AlogP: -6.40

#Rotatable Bonds: 7

Polar Surface Area: 257.32

Molecular Species: NEUTRAL

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.43

CX Basic pKa: ┄

CX LogP: -5.72

CX LogD: -5.72

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.15

Np Likeness Score: 1.64

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