(1S,2R,3S,4R,5S)-4-(2-((5-Chlorothiophen-2-yl)ethynyl)-6-(methylamino)-9H-purin-9-yl)-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic Acid

ID: ALA4078748

Chembl Id: CHEMBL4078748

PubChem CID: 137651008

Max Phase: Preclinical

Molecular Formula: C19H16ClN5O4S

Molecular Weight: 445.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1nc(C#Cc2ccc(Cl)s2)nc2c1ncn2[C@H]1[C@H](O)[C@H](O)[C@]2(C(=O)O)C[C@H]12

Standard InChI:  InChI=1S/C19H16ClN5O4S/c1-21-16-12-17(24-11(23-16)5-3-8-2-4-10(20)30-8)25(7-22-12)13-9-6-19(9,18(28)29)15(27)14(13)26/h2,4,7,9,13-15,26-27H,6H2,1H3,(H,28,29)(H,21,23,24)/t9-,13-,14+,15+,19+/m1/s1

Standard InChI Key:  GJXJKSOMEPGOLX-AJCWYYQCSA-N

Alternative Forms

1. Parent:

   

   ALA4078748

   ---

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: 445.89

Molecular Weight (Monoisotopic): 445.0612

AlogP: 1.35

#Rotatable Bonds: 3

Polar Surface Area: 133.39

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.01

CX Basic pKa: 3.63

CX LogP: 1.25

CX LogD: -1.49

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: 0.33

References

1. Tosh DK, Janowsky A, Eshleman AJ, Warnick E, Gao ZG, Chen Z, Gizewski E, Auchampach JA, Salvemini D, Jacobson KA..  (2017)  Scaffold Repurposing of Nucleosides (Adenosine Receptor Agonists): Enhanced Activity at the Human Dopamine and Norepinephrine Sodium Symporters.,  60  (7): [PMID:28319392] [10.1021/acs.jmedchem.7b00141]

Source

Source(1):

• Scientific Literature