2-Cyclohexylethyl (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-carboxylate

ID: ALA4105446

Chembl Id: CHEMBL4105446

PubChem CID: 137658465

Max Phase: Preclinical

Molecular Formula: C27H30ClN5O4S

Molecular Weight: 556.09

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)OCCC3CCCCC3)C[C@H]12

Standard InChI:  InChI=1S/C27H30ClN5O4S/c1-29-24-20-25(32-19(31-24)10-8-16-7-9-18(28)38-16)33(14-30-20)21-17-13-27(17,23(35)22(21)34)26(36)37-12-11-15-5-3-2-4-6-15/h7,9,14-15,17,21-23,34-35H,2-6,11-13H2,1H3,(H,29,31,32)/t17-,21-,22+,23+,27+/m1/s1

Standard InChI Key:  BYQRLRSPSRAABY-SASJIJFGSA-N

Alternative Forms

1. Parent:

   

   ALA4105446

   ---

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: 556.09

Molecular Weight (Monoisotopic): 555.1707

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 122.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.12

CX Basic pKa: 3.41

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: 0.20

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