ID: ALA3350617

Max Phase: Preclinical

Molecular Formula: C22H31N10O18P3

Molecular Weight: 816.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)([O-])OP(=O)(O)OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)O[C@H]1n1c[n+](C)c2c(O)nc(N)nc21

Standard InChI:  InChI=1S/C22H31N10O18P3/c1-30-6-32(16-10(30)18(37)29-22(24)27-16)20-14(44-2)12(34)8(48-20)4-46-52(40,41)50-53(42,43)49-51(38,39)45-3-7-11(33)13(35)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:  UQYPLLXVBGVPLP-XPWFQUROSA-N

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

Properties

Molecular Weight: 816.46

Molecular Weight (Monoisotopic): 816.1031

AlogP: -4.11

#Rotatable Bonds: 13

Polar Surface Area: 410.46

Molecular Species: ACID

HBA: 24

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 28

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.86

CX Basic pKa: 1.88

CX LogP: -9.01

CX LogD: -13.68

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.05

Np Likeness Score: 0.89

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]

Source

Source(1):

• Scientific Literature