(1S,2R,3S,4R,5S)-4-(2-Chloro-6-((dicyclobutylmethyl)-amino)-9H-purin-9-yl)-1-(((2-fluorophenyl)thio)methyl)-bicyclo[3.1.0]hexane-2,3-diol

ID: ALA4584140

Chembl Id: CHEMBL4584140

PubChem CID: 155566272

Max Phase: Preclinical

Molecular Formula: C27H31ClFN5O2S

Molecular Weight: 544.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@H](n2cnc3c(NC(C4CCC4)C4CCC4)nc(Cl)nc32)[C@H]2C[C@@]2(CSc2ccccc2F)[C@H]1O

Standard InChI:  InChI=1S/C27H31ClFN5O2S/c28-26-32-24(31-19(14-5-3-6-14)15-7-4-8-15)20-25(33-26)34(13-30-20)21-16-11-27(16,23(36)22(21)35)12-37-18-10-2-1-9-17(18)29/h1-2,9-10,13-16,19,21-23,35-36H,3-8,11-12H2,(H,31,32,33)/t16-,21-,22+,23+,27+/m1/s1

Standard InChI Key:  XYKICRBHOLYQGR-HCCBAUPYSA-N

Alternative Forms

1. Parent:

   

   ALA4584140

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 544.10

Molecular Weight (Monoisotopic): 543.1871

AlogP: 5.07

#Rotatable Bonds: 8

Polar Surface Area: 96.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.26

CX Basic pKa: 1.73

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: -0.30

References

1. Tosh DK, Rao H, Bitant A, Salmaso V, Mannes P, Lieberman DI, Vaughan KL, Mattison JA, Rothwell AC, Auchampach JA, Ciancetta A, Liu N, Cui Z, Gao ZG, Reitman ML, Gavrilova O, Jacobson KA..  (2019)  Design and in Vivo Characterization of A₁ Adenosine Receptor Agonists in the Native Ribose and Conformationally Constrained (N)-Methanocarba Series.,  62  (3): [PMID:30605331] [10.1021/acs.jmedchem.8b01662]

Source

Source(1):

• Scientific Literature