ID: ALA5276591

Max Phase: Preclinical

Molecular Formula: C14H19N10O5+

Molecular Weight: 407.37

Representations

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](CNC(=O)Cc3nnn[nH]3)[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21

Standard InChI:  InChI=1S/C14H18N10O5/c1-23-4-24(11-8(23)12(28)18-14(15)17-11)13-10(27)9(26)5(29-13)3-16-7(25)2-6-19-21-22-20-6/h4-5,9-10,13,26-27H,2-3H2,1H3,(H4-,15,16,17,18,19,20,21,22,25,28)/p+1/t5-,9-,10-,13-/m1/s1

Standard InChI Key:  VIPUISQGMHCNSG-MSTPSEHLSA-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: 407.37

Molecular Weight (Monoisotopic): 407.1534

AlogP: -4.38

#Rotatable Bonds: 5

Polar Surface Area: 213.83

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.00

CX Basic pKa: 0.44

CX LogP: -7.54

CX LogD: -9.16

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.22

Np Likeness Score: -0.18

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