1-(9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxy-tetrahydrofuran-2-yl)-9H-purin-6-yl)-3-(4-propoxyphenyl)urea

ID: ALA206807

PubChem CID: 10648594

Max Phase: Preclinical

Molecular Formula: C22H27N7O6

Molecular Weight: 485.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(NC(=O)Nc2ncnc3c2ncn3[C@@H]2O[C@H](C(=O)NCC)[C@@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C22H27N7O6/c1-3-9-34-13-7-5-12(6-8-13)27-22(33)28-18-14-19(25-10-24-18)29(11-26-14)21-16(31)15(30)17(35-21)20(32)23-4-2/h5-8,10-11,15-17,21,30-31H,3-4,9H2,1-2H3,(H,23,32)(H2,24,25,27,28,33)/t15-,16+,17-,21+/m0/s1

Standard InChI Key:  ALQXBWHXWIDDKS-GRXQJBFDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA206807

   1-(9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxy-tetrahydrofuran-2-yl)-9H-purin-6-yl)-3-(4-propoxyphenyl)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: 485.50

Molecular Weight (Monoisotopic): 485.2023

AlogP: 1.01

#Rotatable Bonds: 8

Polar Surface Area: 172.75

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.48

CX Basic pKa: 2.15

CX LogP: 0.70

CX LogD: 0.70

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -0.46

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