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

ID: ALA609340

PubChem CID: 46876760

Max Phase: Preclinical

Molecular Formula: C23H24N10O7S

Molecular Weight: 584.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@@H]1OC(n2cnc3c(NC(=O)Nc4ccc(S(=O)(=O)Nc5ncccn5)cc4)ncnc32)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C23H24N10O7S/c1-2-24-20(36)17-15(34)16(35)21(40-17)33-11-29-14-18(27-10-28-19(14)33)31-23(37)30-12-4-6-13(7-5-12)41(38,39)32-22-25-8-3-9-26-22/h3-11,15-17,21,34-35H,2H2,1H3,(H,24,36)(H,25,26,32)(H2,27,28,30,31,37)/t15-,16+,17-,21?/m1/s1

Standard InChI Key:  QRRCPELOVIBHAK-IJIRQLBGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA609340

   (2R,3R,4S)-N-ethyl-3,4-dihydroxy-5-[6-[[4-(pyrimidin-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: 584.58

Molecular Weight (Monoisotopic): 584.1550

AlogP: -0.18

#Rotatable Bonds: 8

Polar Surface Area: 235.47

Molecular Species: NEUTRAL

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.88

CX Basic pKa: 2.15

CX LogP: -0.78

CX LogD: -1.28

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.16

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