(1S,2R,3S,4R,5S)-1-(hydroxymethyl)-4-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

ID: ALA5277962

Chembl Id: CHEMBL5277962

Max Phase: Preclinical

Molecular Formula: C19H19N5O5S

Molecular Weight: 429.46

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(CSc2ncnc3c2ncn3[C@H]2[C@H](O)[C@H](O)[C@@]3(CO)C[C@H]23)cc1

Standard InChI:  InChI=1S/C19H19N5O5S/c25-7-19-5-12(19)14(15(26)16(19)27)23-9-22-13-17(23)20-8-21-18(13)30-6-10-1-3-11(4-2-10)24(28)29/h1-4,8-9,12,14-16,25-27H,5-7H2/t12-,14-,15+,16+,19-/m1/s1

Standard InChI Key:  SIQBJBAUFOIPDS-SHDVWELFSA-N

Alternative Forms

1. Parent:

   

   ALA5277962

   ---

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: 429.46

Molecular Weight (Monoisotopic): 429.1107

AlogP: 1.30

#Rotatable Bonds: 6

Polar Surface Area: 147.43

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.24

CX Basic pKa: 2.96

CX LogP: 0.83

CX LogD: 0.83

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: -0.21

References

1. Jacobson KA, Salmaso V, Suresh RR, Tosh DK..  (2021)  Expanding the repertoire of methanocarba nucleosides from purinergic signaling to diverse targets.,  12  (11.0): [PMID:34825182] [10.1039/D1MD00167A]

Source

Source(1):

• Scientific Literature