2-amino-7-benzyl-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonothiooxymethyl)tetrahydrofuran-2-yl)-9H-purin-1-ium-6-olate

ID: ALA4640855

Chembl Id: CHEMBL4640855

PubChem CID: 156014958

Max Phase: Preclinical

Molecular Formula: C17H20N5O7PS

Molecular Weight: 469.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc([O-])c2c(n1)n([C@@H]1O[C@H](COP(=O)(O)S)[C@@H](O)[C@H]1O)c[n+]2Cc1ccccc1

Standard InChI:  InChI=1S/C17H20N5O7PS/c18-17-19-14-11(15(25)20-17)21(6-9-4-2-1-3-5-9)8-22(14)16-13(24)12(23)10(29-16)7-28-30(26,27)31/h1-5,8,10,12-13,16,23-24H,6-7H2,(H4-,18,19,20,25,26,27,31)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  RHVBFUUBRLMWIC-XNIJJKJLSA-N

Alternative Forms

1. Parent:

   

   ALA4640855

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 469.42

Molecular Weight (Monoisotopic): 469.0821

AlogP: -0.91

#Rotatable Bonds: 6

Polar Surface Area: 179.89

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.89

CX Basic pKa: 1.92

CX LogP: -4.49

CX LogD: -4.92

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.17

Np Likeness Score: 0.60

References

1. Golojuch S, Kopcial M, Strzelecka D, Kasprzyk R, Baran N, Sikorski PJ, Kowalska J, Jemielity J..  (2020)  Exploring tryptamine conjugates as pronucleotides of phosphate-modified 7-methylguanine nucleotides targeting cap-dependent translation.,  28  (13): [PMID:32362385] [10.1016/j.bmc.2020.115523]

Source

Source(1):

• Scientific Literature