m2(7,3'-O)GpppG

ID: ALA3350631

Chembl Id: CHEMBL3350631

PubChem CID: 145948192

Max Phase: Preclinical

Molecular Formula: C22H31N10O18P3

Molecular Weight: 816.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CO[C@H]1[C@@H](O)[C@H](n2c[n+](C)c3c(O)nc(N)nc32)O[C@@H]1COP(=O)(O)OP(=O)([O-])OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C22H31N10O18P3/c1-30-6-32(16-10(30)18(37)29-22(24)27-16)20-13(35)14(44-2)8(48-20)4-46-52(40,41)50-53(42,43)49-51(38,39)45-3-7-11(33)12(34)19(47-7)31-5-25-9-15(31)26-21(23)28-17(9)36/h5-8,11-14,19-20,33-35H,3-4H2,1-2H3,(H8-,23,24,26,27,28,29,36,37,38,39,40,41,42,43)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

Standard InChI Key:  AIRSQUYUYJSIIM-XPWFQUROSA-N

Alternative Forms

  1. Parent:

    ALA3350631

    ---

Associated Targets(non-human)

EIF4E Eukaryotic translation initiation factor 4E (100 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Eif4e Eukaryotic translation initiation factor 4E (654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 816.46Molecular Weight (Monoisotopic): 816.1031AlogP: -4.11#Rotatable Bonds: 13
Polar Surface Area: 410.46Molecular Species: ACIDHBA: 24HBD: 9
#RO5 Violations: 3HBA (Lipinski): 28HBD (Lipinski): 11#RO5 Violations (Lipinski): 3
CX Acidic pKa: 0.86CX Basic pKa: 1.88CX LogP: -9.01CX LogD: -13.68
Aromatic Rings: 4Heavy Atoms: 53QED Weighted: 0.05Np Likeness Score: 0.85

References

1. Rydzik AM, Kulis M, Lukaszewicz M, Kowalska J, Zuberek J, Darzynkiewicz ZM, Darzynkiewicz E, Jemielity J..  (2012)  Synthesis and properties of mRNA cap analogs containing imidodiphosphate moiety--fairly mimicking natural cap structure, yet resistant to enzymatic hydrolysis.,  20  (5): [PMID:22316555] [10.1016/j.bmc.2012.01.013]
2. Warminski M, Kowalska J, Buck J, Zuberek J, Lukaszewicz M, Nicola C, Kuhn AN, Sahin U, Darzynkiewicz E, Jemielity J..  (2013)  The synthesis of isopropylidene mRNA cap analogs modified with phosphorothioate moiety and their evaluation as promoters of mRNA translation.,  23  (13): [PMID:23726029] [10.1016/j.bmcl.2013.05.001]
3. 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