O2-[2-(N-gamma-(1,2,3,4-tetrahydroacridine)-gamma-aminopropylamino)-2-oxoethyl]-1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate

ID: ALA273051

Chembl Id: CHEMBL273051

PubChem CID: 24800129

Max Phase: Preclinical

Molecular Formula: C22H30N6O3

Molecular Weight: 426.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CO/N=[N+](\[O-])N1CCCC1)NCCCNc1c2c(nc3ccccc13)CCCC2

Standard InChI:  InChI=1S/C22H30N6O3/c29-21(16-31-26-28(30)27-14-5-6-15-27)23-12-7-13-24-22-17-8-1-3-10-19(17)25-20-11-4-2-9-18(20)22/h1,3,8,10H,2,4-7,9,11-16H2,(H,23,29)(H,24,25)/b28-26-

Standard InChI Key:  ZMBLKJNXJLBMMG-SGEDCAFJSA-N

Alternative Forms

1. Parent:

   

   ALA273051

   (Z)-oxido-[2-oxo-2-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propylamino]ethoxy]imino-pyrrolidin-1-ylazanium

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: 426.52

Molecular Weight (Monoisotopic): 426.2379

AlogP: 2.94

#Rotatable Bonds: 9

Polar Surface Area: 104.92

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: 8.89

CX LogP: -0.75

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.28

Np Likeness Score: -1.09

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