Nicofuranose

ID: ALA1697844

Cas Number: 15351-13-0

PubChem CID: 25495

Product Number: N351467, Order Now?

Max Phase: Approved

Molecular Formula: C30H24N4O10

Molecular Weight: 600.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ES 304 | ES-304 | NICOFURANOSE|15351-13-0|Bradilan|ES 304|Vasperdil|ES-304|D-Fructofuranose 1,3,4,6-tetranicotinate|12041-87-1|DTXSID6023365|GF99P6327K|Nicofuranose (INN)|[(2R,3R,4S,5R)-5-hydroxy-3,4-bis(pyridine-3-carbonyloxy)-5-(pyridine-3-carbonyloxymethyl)oxolan-2-yl]methyl pyridine-3-carboxylate|NICOFURANOSE [INN]|Tetranicotylfructose|Nicofuranoso [DCIT]|1,3,4,6-Tetra-O-nicotinoyl-D-fructofuranose|Nicofuranosa|Nicofuranoso|Nicofuranosum|Tetranicotylfructofuranose|Nicofuranosum [INN-Latin]|NShow More⌵

Trade Names(1): Bradilan

Canonical SMILES:  O=C(OC[C@H]1O[C@](O)(COC(=O)c2cccnc2)[C@@H](OC(=O)c2cccnc2)[C@@H]1OC(=O)c1cccnc1)c1cccnc1

Standard InChI:  InChI=1S/C30H24N4O10/c35-26(19-5-1-9-31-13-19)40-17-23-24(42-28(37)21-7-3-11-33-15-21)25(43-29(38)22-8-4-12-34-16-22)30(39,44-23)18-41-27(36)20-6-2-10-32-14-20/h1-16,23-25,39H,17-18H2/t23-,24-,25+,30-/m1/s1

Standard InChI Key:  FUWFSXZKBMCSKF-ZASNTINBSA-N

Molfile:  

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  1 16  1  6
 17 16  1  0
 18 19  1  0
  6 19  1  1
 20  8  2  0
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 22 10  2  0
 23 11  2  0
 24 29  1  0
 25 30  1  0
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 27 32  1  0
 28  1  1  0
 29 12  2  0
 30 13  2  0
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 33 13  1  0
 34 12  1  0
 35 15  1  0
 36 14  1  0
 37 42  1  0
 38 44  1  0
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 41 35  2  0
 42 34  2  0
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  3  6  1  0
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 24 37  2  0
 25 38  2  0
 27 40  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1697844

   Nicofuranose

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 600.54

Molecular Weight (Monoisotopic): 600.1492

AlogP: 1.82

#Rotatable Bonds: 10

Polar Surface Area: 186.22

Molecular Species: NEUTRAL

HBA: 14

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.22

CX Basic pKa: 3.84

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.21

Np Likeness Score: 0.54

References

1. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. PubChem BioAssay data set, 

4. WHO Anatomical Therapeutic Chemical Classification, 

5. British National Formulary (72nd edition), 

Source

Source(5):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification
• British National Formulary