ID: ALA4287068

Max Phase: Preclinical

Molecular Formula: C27H39N3O4

Molecular Weight: 469.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)O[C@H]2O[C@H](CNCCCCCCNc3c4c(nc5ccccc35)CCCC4)[C@H](O)[C@H]2O1

Standard InChI:  InChI=1S/C27H39N3O4/c1-27(2)33-25-24(31)22(32-26(25)34-27)17-28-15-9-3-4-10-16-29-23-18-11-5-7-13-20(18)30-21-14-8-6-12-19(21)23/h5,7,11,13,22,24-26,28,31H,3-4,6,8-10,12,14-17H2,1-2H3,(H,29,30)/t22-,24+,25-,26-/m1/s1

Standard InChI Key:  WGOOPIULJBYWQD-BIGMCNFVSA-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: 469.63

Molecular Weight (Monoisotopic): 469.2941

AlogP: 3.91

#Rotatable Bonds: 10

Polar Surface Area: 84.87

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.00

CX Basic pKa: 9.69

CX LogP: 3.95

CX LogD: 0.44

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 0.23

References

1. Lopes JPB, Silva L, da Costa Franarin G, Antonio Ceschi M, Seibert Lüdtke D, Ferreira Dantas R, de Salles CMC, Paes Silva-Jr F, Roberto Senger M, Alvim Guedes I, Emmanuel Dardenne L..  (2018)  Design, synthesis, cholinesterase inhibition and molecular modelling study of novel tacrine hybrids with carbohydrate derivatives.,  26  (20): [PMID:30340901] [10.1016/j.bmc.2018.10.003]

Source

Source(1):

• Scientific Literature