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

ID: ALA5182055

Chembl Id: CHEMBL5182055

PubChem CID: 168276790

Max Phase: Preclinical

Molecular Formula: C22H25IN6O5

Molecular Weight: 580.38

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H25IN6O5/c1-24-20(33)22-8-11(22)15(16(31)17(22)32)29-9-26-14-18(27-21(23)28-19(14)29)25-6-5-10-3-4-12(30)13(7-10)34-2/h3-4,7,9,11,15-17,30-32H,5-6,8H2,1-2H3,(H,24,33)(H,25,27,28)/t11-,15-,16+,17+,22+/m1/s1

Standard InChI Key:  YCANDZAEAZGGNT-CKMXMFDLSA-N

Alternative Forms

1. Parent:

   

   ALA5182055

   ---

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: 580.38

Molecular Weight (Monoisotopic): 580.0931

AlogP: 0.83

#Rotatable Bonds: 7

Polar Surface Area: 154.65

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.23

CX Basic pKa: 2.26

CX LogP: 0.61

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: 0.35

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