Sodium salt (2R,4R,5R)-5-acetylamino-2-(3-hexadecyloxymethoxy-propoxy)-4-hydroxy-6-((1S,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylate

ID: ALA280016

PubChem CID: 44279056

Max Phase: Preclinical

Molecular Formula: C31H58NNaO11

Molecular Weight: 621.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOCOCCCOC1(C(=O)[O-])CC(O)C(NC(C)=O)C([C@@H](O)[C@H](O)CO)O1.[Na+]

Standard InChI:  InChI=1S/C31H59NO11.Na/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-40-23-41-19-17-20-42-31(30(38)39)21-25(35)27(32-24(2)34)29(43-31)28(37)26(36)22-33;/h25-29,33,35-37H,3-23H2,1-2H3,(H,32,34)(H,38,39);/q;+1/p-1/t25?,26-,27?,28+,29?,31?;/m1./s1

Standard InChI Key:  QKVNKFMQIDUPSQ-JKIMRCDPSA-M

Molfile:  

     RDKit          2D

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   -0.6250   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5917   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5875   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2917   -5.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2875   -6.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9917   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3917   -9.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  2  1  0
  5  2  1  0
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  8  3  1  0
  9  5  1  0
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 14  8  2  0
 15 11  2  0
 16  3  1  0
  7 17  1  1
 18  9  1  0
 19 21  1  0
 12 20  1  1
 21 28  1  0
 22 19  1  0
 23 27  1  0
 24 25  1  0
 25 12  1  0
 26 11  1  0
 27 16  1  0
 28 23  1  0
 29 22  1  0
 30 29  1  0
 31 32  1  0
 32 33  1  0
 33 43  1  0
 34 30  1  0
 35 34  1  0
 36 35  1  0
 37 36  1  0
 38 37  1  0
 39 38  1  0
 40 39  1  0
 41 40  1  0
 42 41  1  0
 43 42  1  0
 44 31  1  0
  3  6  1  0
M  CHG  2   1   1  13  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 621.81

Molecular Weight (Monoisotopic): 621.4088

AlogP: 3.01

#Rotatable Bonds: 27

Polar Surface Area: 184.24

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.03

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 0.34

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.06

Np Likeness Score: 0.77

References

1. Veeneman GH, Van Der Hulst RG, Van Boeckel CA, Philipsen RL, Ruigt G, Tonnaer JA, Van Delft TM, Konings PN.  (1995)  Synthesis of sialic acid-lipid conjugates and their neuritogenic effects on N1E.115 neuroblastoma cells,  5  (1): [10.1016/0960-894X(94)00450-T]

Source

Source(1):

• Scientific Literature