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

ID: ALA5196916

Chembl Id: CHEMBL5196916

PubChem CID: 168288096

Max Phase: Preclinical

Molecular Formula: C27H25ClN6O5S

Molecular Weight: 581.05

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCc4ccc(O)c(OC)c4)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C27H25ClN6O5S/c1-29-26(38)27-10-15(27)21(22(36)23(27)37)34-12-31-20-24(30-11-13-3-6-16(35)17(9-13)39-2)32-19(33-25(20)34)8-5-14-4-7-18(28)40-14/h3-4,6-7,9,12,15,21-23,35-37H,10-11H2,1-2H3,(H,29,38)(H,30,32,33)/t15-,21-,22+,23+,27+/m1/s1

Standard InChI Key:  HEQOMIVWTXTFCQ-QSNYBYPBSA-N

Alternative Forms

1. Parent:

   

   ALA5196916

   ---

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: 581.05

Molecular Weight (Monoisotopic): 580.1296

AlogP: 2.30

#Rotatable Bonds: 6

Polar Surface Area: 154.65

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.93

CX Basic pKa: 3.33

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: 0.04

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