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

ID: ALA4640425

Chembl Id: CHEMBL4640425

PubChem CID: 156015684

Max Phase: Preclinical

Molecular Formula: C21H33N9O10P2

Molecular Weight: 599.43

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H27N7O10P2.2H3N/c1-27-10-28(18-15(27)19(31)26-21(22)25-18)20-17(30)16(29)14(37-20)9-36-40(34,35)38-39(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-,22,24,25,26,31,32,33,34,35);2*1H3/t14-,16-,17-,20-;;/m1../s1

Standard InChI Key:  WGJXDDFPUZREMR-BQTMTNBUSA-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: 599.43

Molecular Weight (Monoisotopic): 599.1295

AlogP: -0.92

#Rotatable Bonds: 10

Polar Surface Area: 254.24

Molecular Species: ACID

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.43

CX Basic pKa: 1.93

CX LogP: -5.91

CX LogD: -7.91

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.09

Np Likeness Score: 0.91

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