2-amino-9-((2R,3R,4S,5R)-5-(((((((((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryloxy)(hydroxy)phosphoryl)methyl)(hydroxy)phosphoryloxy)(hydroxy)phosphoryloxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-7-methyl-9H-purin-1-ium-6-olate

ID: ALA3604559

Chembl Id: CHEMBL3604559

PubChem CID: 137133321

Max Phase: Preclinical

Molecular Formula: C22H32N10O20P4

Molecular Weight: 880.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)CP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(=O)[nH]c(N)nc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c2nc(N)nc([O-])c21

Standard InChI:  InChI=1S/C22H32N10O20P4/c1-30-5-32(16-10(30)18(38)29-22(24)27-16)20-14(36)12(34)8(50-20)3-48-56(45,46)52-54(41,42)6-53(39,40)51-55(43,44)47-2-7-11(33)13(35)19(49-7)31-4-25-9-15(31)26-21(23)28-17(9)37/h4-5,7-8,11-14,19-20,33-36H,2-3,6H2,1H3,(H9-,23,24,26,27,28,29,37,38,39,40,41,42,43,44,45,46)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

Standard InChI Key:  GTETZIGLAJHCNN-XPWFQUROSA-N

Alternative Forms

1. Parent:

   

   ALA3604559

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 880.44

Molecular Weight (Monoisotopic): 880.0745

AlogP: -4.54

#Rotatable Bonds: 14

Polar Surface Area: 458.76

Molecular Species: ACID

HBA: 24

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 30

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.52

CX Basic pKa: 1.87

CX LogP: -9.51

CX LogD: -17.52

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.04

Np Likeness Score: 0.66

References

1. Ziemniak M, Kowalska J, Lukaszewicz M, Zuberek J, Wnek K, Darzynkiewicz E, Jemielity J..  (2015)  Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.,  23  (17): [PMID:26264844] [10.1016/j.bmc.2015.07.052]

Source

Source(1):

• Scientific Literature