ID: ALA2046906

Max Phase: Preclinical

Molecular Formula: C18H21BrN5O9P

Molecular Weight: 562.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2c(c(=O)[nH]1)[n+](CCOc1ccc(Br)cc1)cn2[C@@H]1O[C@H](COP(=O)([O-])O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H21BrN5O9P/c19-9-1-3-10(4-2-9)31-6-5-23-8-24(15-12(23)16(27)22-18(20)21-15)17-14(26)13(25)11(33-17)7-32-34(28,29)30/h1-4,8,11,13-14,17,25-26H,5-7H2,(H4-,20,21,22,27,28,29,30)/t11-,13-,14-,17-/m1/s1

Standard InChI Key:  YCZIVALBOMAUFR-LSCFUAHRSA-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: 562.27

Molecular Weight (Monoisotopic): 561.0260

AlogP: -1.47

#Rotatable Bonds: 8

Polar Surface Area: 209.09

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.22

CX Basic pKa: 0.18

CX LogP: -4.68

CX LogD: -6.78

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.16

Np Likeness Score: 0.49

References

1. Chen X, Kopecky DJ, Mihalic J, Jeffries S, Min X, Heath J, Deignan J, Lai S, Fu Z, Guimaraes C, Shen S, Li S, Johnstone S, Thibault S, Xu H, Cardozo M, Shen W, Walker N, Kayser F, Wang Z..  (2012)  Structure-guided design, synthesis, and evaluation of guanine-derived inhibitors of the eIF4E mRNA-cap interaction.,  55  (8): [PMID:22458568] [10.1021/jm300037x]

Source

Source(1):

• Scientific Literature