(1S,2R,3S,4R)-4-(7-(2-(3-hydroxybenzylidene)hydrazinyl)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)cyclopentane-1,2,3-triol

ID: ALA3623467

Chembl Id: CHEMBL3623467

PubChem CID: 122192512

Max Phase: Preclinical

Molecular Formula: C19H23N7O4S

Molecular Weight: 445.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSc1nc(N/N=C/c2cccc(O)c2)c2nnn([C@@H]3C[C@H](O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C19H23N7O4S/c1-2-6-31-19-21-17(24-20-9-10-4-3-5-11(27)7-10)14-18(22-19)26(25-23-14)12-8-13(28)16(30)15(12)29/h3-5,7,9,12-13,15-16,27-30H,2,6,8H2,1H3,(H,21,22,24)/b20-9+/t12-,13+,15+,16-/m1/s1

Standard InChI Key:  IYFJEZZMXGJZFM-ASPHORIHSA-N

Alternative Forms

1. Parent:

   

   ALA3623467

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 445.51

Molecular Weight (Monoisotopic): 445.1532

AlogP: 0.90

#Rotatable Bonds: 7

Polar Surface Area: 161.80

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.19

CX Basic pKa: 4.71

CX LogP: 2.13

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.15

Np Likeness Score: -0.90

References

1. Wang Y, Yan H, Ma C, Lu D..  (2015)  Synthesis and anticancer activities of novel 8-azapurine carbocyclic nucleoside hydrazones.,  25  (20): [PMID:26364944] [10.1016/j.bmcl.2015.09.002]

2. Zhao Z, Wang Y, Tian N, Yan H, Wang J..  (2021)  Synthesis and biological evaluation of N ⁶ derivatives of 8-azapurine as novel antiplatelet agents.,  12  (8.0): [PMID:34458743] [10.1039/D1MD00128K]

Source

Source(1):

• Scientific Literature