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

ID: ALA4635767

Chembl Id: CHEMBL4635767

PubChem CID: 156022254

Max Phase: Preclinical

Molecular Formula: C21H33N9O9P2S

Molecular Weight: 615.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H27N7O9P2S.2H3N/c1-27-10-28(18-15(27)19(31)26-21(22)25-18)20-17(30)16(29)14(36-20)9-35-39(34,40)37-38(32,33)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,(H5-,22,24,25,26,31,32,33,34,40);2*1H3/t14-,16-,17-,20-,39?;;/m1../s1

Standard InChI Key:  IIRNBGZFEAGUTA-QLDDZSPUSA-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: 615.50

Molecular Weight (Monoisotopic): 615.1066

AlogP: 0.02

#Rotatable Bonds: 10

Polar Surface Area: 234.01

Molecular Species: ACID

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.87

CX Basic pKa: 1.96

CX LogP: -4.93

CX LogD: -6.38

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: 0.71

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