(2S,3S,4R,5R)-3,4-Dihydroxy-5-(6-{3-[4-(5-methyl-isoxazol-3-ylsulfamoyl)-phenyl]-ureido}-purin-9-yl)-tetrahydro-furan-2-carboxylic acid ethylamide

ID: ALA203859

PubChem CID: 10698586

Max Phase: Preclinical

Molecular Formula: C23H25N9O8S

Molecular Weight: 587.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1O[C@@H](n2cnc3c(NC(=O)Nc4ccc(S(=O)(=O)Nc5cc(C)on5)cc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C23H25N9O8S/c1-3-24-21(35)18-16(33)17(34)22(39-18)32-10-27-15-19(25-9-26-20(15)32)29-23(36)28-12-4-6-13(7-5-12)41(37,38)31-14-8-11(2)40-30-14/h4-10,16-18,22,33-34H,3H2,1-2H3,(H,24,35)(H,30,31)(H2,25,26,28,29,36)/t16-,17+,18-,22+/m0/s1

Standard InChI Key:  XRXUXEPVFQZOHN-RQXXJAGISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA203859

   (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[6-[[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]carbamoylamino]purin-9-yl]oxolane-2-carboxamide

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: 587.58

Molecular Weight (Monoisotopic): 587.1547

AlogP: 0.32

#Rotatable Bonds: 8

Polar Surface Area: 235.72

Molecular Species: ACID

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.87

CX Basic pKa: 2.15

CX LogP: -0.38

CX LogD: -1.24

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.16

Np Likeness Score: -1.06

References

1. González MP, Terán C, Teijeira M..  (2006)  A topological function based on spectral moments for predicting affinity toward A3 adenosine receptors.,  16  (5): [PMID:16356715] [10.1016/j.bmcl.2005.11.063]

Source

Source(1):

• Scientific Literature