2-amino-9-[(2R,3R,4S,5R)-5-[[[[[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxido-purin-7-ium-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-3,4-dihydroxy-tetrahydrofuran-2-yl]-7-methyl-purin-7-ium-6-olate

ID: ALA3604556

Chembl Id: CHEMBL3604556

PubChem CID: 122185816

Max Phase: Preclinical

Molecular Formula: C22H31N10O18P3

Molecular Weight: 816.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4c[n+](C)c5c([O-])nc(N)nc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c2nc(N)nc([O-])c21

Standard InChI:  InChI=1S/C22H31N10O18P3/c1-29-5-31(15-9(29)17(37)27-21(23)25-15)19-13(35)11(33)7(47-19)3-45-51(39,40)49-53(43,44)50-52(41,42)46-4-8-12(34)14(36)20(48-8)32-6-30(2)10-16(32)26-22(24)28-18(10)38/h5-8,11-14,19-20,33-36H,3-4H2,1-2H3,(H7-2,23,24,25,26,27,28,37,38,39,40,41,42,43,44)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

Standard InChI Key:  XHWOIYZXNKJMSK-XPWFQUROSA-N

Alternative Forms

1. Parent:

   

   ALA3604556

   ---

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: 816.46

Molecular Weight (Monoisotopic): 816.1031

AlogP: -5.56

#Rotatable Bonds: 12

Polar Surface Area: 415.54

Molecular Species: ACID

HBA: 23

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 28

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.82

CX Basic pKa: 2.13

CX LogP: -12.57

CX LogD: -16.04

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.05

Np Likeness Score: 0.69

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