9-[N-gamma-(3'-(nitrooxy)propyl)-gamma-aminobutylamino]-1,2,3,4-tetrahydroacridine

ID: ALA407320

Chembl Id: CHEMBL407320

PubChem CID: 24800128

Max Phase: Preclinical

Molecular Formula: C20H28N4O3

Molecular Weight: 372.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])OCCCNCCCCNc1c2c(nc3ccccc13)CCCC2

Standard InChI:  InChI=1S/C20H28N4O3/c25-24(26)27-15-7-13-21-12-5-6-14-22-20-16-8-1-3-10-18(16)23-19-11-4-2-9-17(19)20/h1,3,8,10,21H,2,4-7,9,11-15H2,(H,22,23)

Standard InChI Key:  NJRCJWGDCROWEJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA407320

   9-[N-gamma-(3''-(nitrooxy)propyl)-gamma-aminobutylamino]-1,2,3,4-tetrahydroacridine

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

Calculated Properties

Molecular Weight: 372.47

Molecular Weight (Monoisotopic): 372.2161

AlogP: 3.49

#Rotatable Bonds: 11

Polar Surface Area: 89.32

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.53

CX LogP: 3.21

CX LogD: -1.00

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.85

References

1. Fang L, Appenroth D, Decker M, Kiehntopf M, Roegler C, Deufel T, Fleck C, Peng S, Zhang Y, Lehmann J..  (2008)  Synthesis and biological evaluation of NO-donor-tacrine hybrids as hepatoprotective anti-Alzheimer drug candidates.,  51  (4): [PMID:18232655] [10.1021/jm701491k]

2. Fang L, Appenroth D, Decker M, Kiehntopf M, Lupp A, Peng S, Fleck C, Zhang Y, Lehmann J..  (2008)  NO-donating tacrine hybrid compounds improve scopolamine-induced cognition impairment and show less hepatotoxicity.,  51  (24): [PMID:19053746] [10.1021/jm801131a]

Source

Source(1):

• Scientific Literature