ID: ALA5277591

Max Phase: Preclinical

Molecular Formula: C22H23N6O8+

Molecular Weight: 499.46

Representations

Canonical SMILES:  COc1cccc(C[n+]2cn([C@@H]3O[C@H](CNc4c(O)c(=O)c4=O)[C@@H](O)[C@H]3O)c3nc(N)[nH]c(=O)c32)c1

Standard InChI:  InChI=1S/C22H22N6O8/c1-35-10-4-2-3-9(5-10)7-27-8-28(19-13(27)20(34)26-22(23)25-19)21-18(33)14(29)11(36-21)6-24-12-15(30)17(32)16(12)31/h2-5,8,11,14,18,21,29,33H,6-7H2,1H3,(H4-,23,24,25,26,30,31,32,34)/p+1/t11-,14-,18-,21-/m1/s1

Standard InChI Key:  OUQYECJSEBHWEX-ULMPFQBPSA-O

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 499.46

Molecular Weight (Monoisotopic): 499.1572

AlogP: -2.32

#Rotatable Bonds: 7

Polar Surface Area: 205.90

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.06

CX Basic pKa:

CX LogP: -5.08

CX LogD: -5.24

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.12

Np Likeness Score: 0.35

References

1. Soukarieh F, Nowicki MW, Bastide A, Pöyry T, Jones C, Dudek K, Patwardhan G, Meullenet F, Oldham NJ, Walkinshaw MD, Willis AE, Fischer PM..  (2016)  Design of nucleotide-mimetic and non-nucleotide inhibitors of the translation initiation factor eIF4E: Synthesis, structural and functional characterisation.,  124  [PMID:27592390] [10.1016/j.ejmech.2016.08.047]

Source

Source(1):

• Scientific Literature