ID: ALA3350632

Max Phase: Preclinical

Molecular Formula: C23H33N10O17P3

Molecular Weight: 814.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)(O)CP(=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/C23H33N10O17P3/c1-31-6-33(17-11(31)19(38)30-23(25)28-17)21-15(45-2)13(35)9(49-21)4-47-53(43,44)50-52(41,42)7-51(39,40)46-3-8-12(34)14(36)20(48-8)32-5-26-10-16(32)27-22(24)29-18(10)37/h5-6,8-9,12-15,20-21,34-36H,3-4,7H2,1-2H3,(H8-,24,25,27,28,29,30,37,38,39,40,41,42,43,44)/t8-,9-,12-,13-,14-,15-,20-,21-/m1/s1

Standard InChI Key:  KLENBRREKCZHFV-NAGRZYTCSA-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: 814.49

Molecular Weight (Monoisotopic): 814.1238

AlogP: -4.00

#Rotatable Bonds: 13

Polar Surface Area: 401.23

Molecular Species: ACID

HBA: 23

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 27

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.98

CX Basic pKa: 1.71

CX LogP: -9.91

CX LogD: -14.41

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.05

Np Likeness Score: 0.81

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