{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[12-(naphthalen-2-yl)-2,5,8,11-tetraoxadodecan-1-yl]oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid

ID: ALA1214871

PubChem CID: 11506147

Max Phase: Preclinical

Molecular Formula: C32H44N2O20P2

Molecular Weight: 838.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](COCCOCCOCCOCc4ccc5ccccc5c4)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C32H44N2O20P2/c35-24-7-8-34(32(41)33-24)30-28(39)26(37)23(51-30)18-50-55(42,43)54-56(44,45)53-31-29(40)27(38)25(36)22(52-31)17-49-14-12-47-10-9-46-11-13-48-16-19-5-6-20-3-1-2-4-21(20)15-19/h1-8,15,22-23,25-31,36-40H,9-14,16-18H2,(H,42,43)(H,44,45)(H,33,35,41)/t22-,23-,25+,26-,27+,28-,29-,30-,31-/m1/s1

Standard InChI Key:  DLIIRGQJAJBNLE-NEFXHCJRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1214871

   [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[2-[2-[2-(naphthalen-2-ylmethoxy)ethoxy]ethoxy]ethoxymethyl]oxan-2-yl] hydrogen phosphate

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: 838.65

Molecular Weight (Monoisotopic): 838.1963

AlogP: -1.37

#Rotatable Bonds: 21

Polar Surface Area: 313.68

Molecular Species: ACID

HBA: 19

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.73

CX Basic pKa: ┄

CX LogP: -1.78

CX LogD: -6.53

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 0.67

References

1. Hosoguchi K, Maeda T, Furukawa J, Shinohara Y, Hinou H, Sekiguchi M, Togame H, Takemoto H, Kondo H, Nishimura S..  (2010)  An efficient approach to the discovery of potent inhibitors against glycosyltransferases.,  53  (15): [PMID:20684602] [10.1021/jm100612r]

Source

Source(1):

• Scientific Literature