ID: ALA5288894

Max Phase: Preclinical

Molecular Formula: C21H20FN6O7+

Molecular Weight: 487.42

Representations

Canonical SMILES:  Nc1nc2c(c(=O)[nH]1)[n+](Cc1ccc(F)cc1)cn2[C@@H]1O[C@H](CNc2c(O)c(=O)c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H19FN6O7/c22-9-3-1-8(2-4-9)6-27-7-28(18-12(27)19(34)26-21(23)25-18)20-17(33)13(29)10(35-20)5-24-11-14(30)16(32)15(11)31/h1-4,7,10,13,17,20,29,33H,5-6H2,(H4-,23,24,25,26,30,31,32,34)/p+1/t10-,13-,17-,20-/m1/s1

Standard InChI Key:  BSEJPBPUDPZGNS-PRXMSPFESA-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: 487.42

Molecular Weight (Monoisotopic): 487.1372

AlogP: -2.19

#Rotatable Bonds: 6

Polar Surface Area: 196.67

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.06

CX Basic pKa:

CX LogP: -4.78

CX LogD: -4.94

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: 0.23

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