9-((2R,3R,4S,5R)-5-(((2-(1H-indol-3-yl)ethylamino)(hydroxy)phosphoryloxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-2-amino-7-benzyl-9H-purin-1-ium-6-olate ammonia salt

ID: ALA4646578

Chembl Id: CHEMBL4646578

PubChem CID: 156019744

Max Phase: Preclinical

Molecular Formula: C27H33N8O7P

Molecular Weight: 595.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N.Nc1nc([O-])c2c(n1)n([C@@H]1O[C@H](COP(=O)(O)NCCc3c[nH]c4ccccc34)[C@@H](O)[C@H]1O)c[n+]2Cc1ccccc1

Standard InChI:  InChI=1S/C27H30N7O7P.H3N/c28-27-31-24-21(25(37)32-27)33(13-16-6-2-1-3-7-16)15-34(24)26-23(36)22(35)20(41-26)14-40-42(38,39)30-11-10-17-12-29-19-9-5-4-8-18(17)19;/h1-9,12,15,20,22-23,26,29,35-36H,10-11,13-14H2,(H4-,28,30,31,32,37,38,39);1H3/t20-,22-,23-,26-;/m1./s1

Standard InChI Key:  DIICMVWIQKIYQM-DGUBOJIQSA-N

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: 595.55

Molecular Weight (Monoisotopic): 595.1944

AlogP: 0.47

#Rotatable Bonds: 10

Polar Surface Area: 207.71

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.56

CX Basic pKa: 1.79

CX LogP: -2.60

CX LogD: -3.44

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.10

Np Likeness Score: 0.47

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