(1S,2R,3S,4R,5S)-4-[2-(3-cyclohexylpropoxy)-6-[2-(3-hydroxy-4-methoxy-phenyl)ethylamino]purin-9-yl]-2,3-dihydroxy-N-methyl-bicyclo[3.1.0]hexane-1-carboxamide

ID: ALA5174613

Chembl Id: CHEMBL5174613

PubChem CID: 168272014

Max Phase: Preclinical

Molecular Formula: C31H42N6O6

Molecular Weight: 594.71

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccc(OC)c(O)c4)nc(OCCCC4CCCCC4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C31H42N6O6/c1-32-29(41)31-16-20(31)24(25(39)26(31)40)37-17-34-23-27(33-13-12-19-10-11-22(42-2)21(38)15-19)35-30(36-28(23)37)43-14-6-9-18-7-4-3-5-8-18/h10-11,15,17-18,20,24-26,38-40H,3-9,12-14,16H2,1-2H3,(H,32,41)(H,33,35,36)/t20-,24-,25+,26+,31+/m1/s1

Standard InChI Key:  VXZWWKSQYWINGU-VGGQNZTHSA-N

Alternative Forms

1. Parent:

   

   ALA5174613

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 594.71

Molecular Weight (Monoisotopic): 594.3166

AlogP: 2.96

#Rotatable Bonds: 12

Polar Surface Area: 163.88

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.02

CX Basic pKa: 4.22

CX LogP: 3.01

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: 0.23

References

1. Tosh DK, Salmaso V, Campbell RG, Rao H, Bitant A, Pottie E, Stove CP, Liu N, Gavrilova O, Gao ZG, Auchampach JA, Jacobson KA..  (2022)  A₃ adenosine receptor agonists containing dopamine moieties for enhanced interspecies affinity.,  228  [PMID:34844790] [10.1016/j.ejmech.2021.113983]

Source

Source(1):

• Scientific Literature