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

ID: ALA271746

Chembl Id: CHEMBL271746

PubChem CID: 24800469

Max Phase: Preclinical

Molecular Formula: C22H30N4O4

Molecular Weight: 414.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(CO[N+](=O)[O-])C(=O)NCCCCNc1c2c(nc3ccccc13)CCCC2

Standard InChI:  InChI=1S/C22H30N4O4/c1-22(2,15-30-26(28)29)21(27)24-14-8-7-13-23-20-16-9-3-5-11-18(16)25-19-12-6-4-10-17(19)20/h3,5,9,11H,4,6-8,10,12-15H2,1-2H3,(H,23,25)(H,24,27)

Standard InChI Key:  VVIZOXPPUTVPJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA271746

   [2,2-Dimethyl-3-oxo-3-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino]propyl] nitrate

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: 414.51

Molecular Weight (Monoisotopic): 414.2267

AlogP: 3.66

#Rotatable Bonds: 10

Polar Surface Area: 106.39

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 3.75

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: -0.91

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]

Source

Source(1):

• Scientific Literature