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

ID: ALA4632744

Chembl Id: CHEMBL4632744

PubChem CID: 156009469

Max Phase: Preclinical

Molecular Formula: C21H29N8O6PS

Molecular Weight: 535.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](COP(=O)(S)NCCc3c[nH]c4ccccc34)[C@@H](O)[C@H]2O)c2nc(N)nc([O-])c21.N

Standard InChI:  InChI=1S/C21H26N7O6PS.H3N/c1-27-10-28(18-15(27)19(31)26-21(22)25-18)20-17(30)16(29)14(34-20)9-33-35(32,36)24-7-6-11-8-23-13-5-3-2-4-12(11)13;/h2-5,8,10,14,16-17,20,23,29-30H,6-7,9H2,1H3,(H4-,22,24,25,26,31,32,36);1H3/t14-,16-,17-,20-,35?;/m1./s1

Standard InChI Key:  YGGCZIMZAPEAIL-MXIWAKDPSA-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: 535.52

Molecular Weight (Monoisotopic): 535.1403

AlogP: -0.10

#Rotatable Bonds: 8

Polar Surface Area: 187.48

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.23

CX Basic pKa: 2.00

CX LogP: -4.27

CX LogD: -4.78

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.10

Np Likeness Score: 0.55

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]

2. 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