ID: ALA2111043

Max Phase: Phase

Molecular Formula: C28H26N7+

Molecular Weight: 460.57

Molecule Type: Small molecule

Representations

Synonyms (2): Isometamidium cation | Isometamidium ion
Synonyms from Alternative Forms(2):

Canonical SMILES:  CC[n+]1c(-c2ccccc2)c2cc(N/N=N/c3cccc(C(=N)N)c3)ccc2c2ccc(N)cc21

Standard InChI:  InChI=1S/C28H25N7/c1-2-35-26-16-20(29)11-13-24(26)23-14-12-22(17-25(23)27(35)18-7-4-3-5-8-18)33-34-32-21-10-6-9-19(15-21)28(30)31/h3-17,29H,2H2,1H3,(H4,30,31,32,33)/p+1

Standard InChI Key:  UGKOYGZYLRKTJH-UHFFFAOYSA-O

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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 460.57

Molecular Weight (Monoisotopic): 460.2244

AlogP: 5.94

#Rotatable Bonds: 6

Polar Surface Area: 116.52

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.78

CX LogP: 0.78

CX LogD: -1.59

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.05

Np Likeness Score: -0.23

References

1. Bozorgi AH, Ghomi HT, Jouyban A.  (2012)  QSAR and pharmacophore studies of telomerase inhibitors,  21  (6): [10.1007/s00044-011-9594-4]

2. Artese A, Costa G, Distinto S, Moraca F, Ortuso F, Parrotta L, Alcaro S..  (2013)  Toward the design of new DNA G-quadruplex ligands through rational analysis of polymorphism and binding data.,  68  [PMID:23974014] [10.1016/j.ejmech.2013.07.022]

3. Hulpia F, Campagnaro GD, Scortichini M, Van Hecke K, Maes L, de Koning HP, Caljon G, Van Calenbergh S..  (2019)  Revisiting tubercidin against kinetoplastid parasites: Aromatic substitutions at position 7 improve activity and reduce toxicity.,  164  [PMID:30677668] [10.1016/j.ejmech.2018.12.050]

4. Hulpia F,Bouton J,Campagnaro GD,Alfayez IA,Mabille D,Maes L,de Koning HP,Caljon G,Van Calenbergh S.  (2020)  C6-O-alkylated 7-deazainosine nucleoside analogues: Discovery of potent and selective anti-sleeping sickness agents.,  188  [PMID:31931339] [10.1016/j.ejmech.2019.112018]

Source

Source(1):

• Scientific Literature