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

ID: ALA5195772

Chembl Id: CHEMBL5195772

PubChem CID: 168285878

Max Phase: Preclinical

Molecular Formula: C23H27IN6O5

Molecular Weight: 594.41

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H27IN6O5/c1-25-21(33)23-9-12(23)16(17(31)18(23)32)30-10-27-15-19(28-22(24)29-20(15)30)26-7-6-11-4-5-13(34-2)14(8-11)35-3/h4-5,8,10,12,16-18,31-32H,6-7,9H2,1-3H3,(H,25,33)(H,26,28,29)/t12-,16-,17+,18+,23+/m1/s1

Standard InChI Key:  LLDRFBQDVJOILS-BGCLTTEDSA-N

Alternative Forms

1. Parent:

   

   ALA5195772

   ---

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: 594.41

Molecular Weight (Monoisotopic): 594.1088

AlogP: 1.13

#Rotatable Bonds: 8

Polar Surface Area: 143.65

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.12

CX Basic pKa: 2.26

CX LogP: 0.75

CX LogD: 0.75

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: 0.15

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