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

ID: ALA1791443

PubChem CID: 56664603

Max Phase: Preclinical

Molecular Formula: C23H27N9O8S

Molecular Weight: 589.59

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/C23H27N9O8S/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/h4-10,16-18,21-22,24,33-35H,3H2,1-2H3,(H,30,31)(H2,25,26,28,29,36)/t16-,17+,18-,21?,22+/m0/s1

Standard InChI Key:  VVZNAPTWUAYRHJ-BUPJLPLLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1791443

   1-[9-[(2R,3R,4S,5S)-5-[ethylamino(hydroxy)methyl]-3,4-dihydroxyoxolan-2-yl]purin-6-yl]-3-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]urea

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: 589.59

Molecular Weight (Monoisotopic): 589.1703

AlogP: 0.11

#Rotatable Bonds: 9

Polar Surface Area: 238.88

Molecular Species: ACID

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.87

CX Basic pKa: 8.12

CX LogP: -1.23

CX LogD: -1.21

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.13

Np Likeness Score: -0.73

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