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

ID: ALA610326

PubChem CID: 46877293

Max Phase: Preclinical

Molecular Formula: C24H25N9O7S

Molecular Weight: 583.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1OC(n2cnc3c(NC(=O)Nc4ccc(S(=O)(=O)Nc5ccccn5)cc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C24H25N9O7S/c1-2-25-22(36)19-17(34)18(35)23(40-19)33-12-29-16-20(27-11-28-21(16)33)31-24(37)30-13-6-8-14(9-7-13)41(38,39)32-15-5-3-4-10-26-15/h3-12,17-19,23,34-35H,2H2,1H3,(H,25,36)(H,26,32)(H2,27,28,30,31,37)/t17-,18+,19-,23?/m0/s1

Standard InChI Key:  GMZSVEGPESZJKL-YSPQCQSRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA610326

   (2S,3S,4R)-N-ethyl-3,4-dihydroxy-5-[6-[[4-(pyridin-2-ylsulfamoyl)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: 583.59

Molecular Weight (Monoisotopic): 583.1598

AlogP: 0.42

#Rotatable Bonds: 8

Polar Surface Area: 222.58

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.98

CX Basic pKa: 2.15

CX LogP: -0.16

CX LogD: -0.61

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -0.84

References

1. González MP, Terán C, Teijeira M, Besada P, González-Moa MJ..  (2005)  BCUT descriptors to predicting affinity toward A3 adenosine receptors.,  15  (15): [PMID:15990306] [10.1016/j.bmcl.2005.05.122]

2. González MP, Terán C, Teijeira M, Besada P..  (2005)  Geometry, topology, and atom-weights assembly descriptors to predicting A1 adenosine receptors agonists.,  15  (10): [PMID:15863334] [10.1016/j.bmcl.2005.03.028]

Source

Source(1):

• Scientific Literature