7-bromo-1,2,3,4-tetrahydroacridin-9-amine hydrochloride

ID: ALA4878878

PubChem CID: 164597080

Max Phase: Preclinical

Molecular Formula: C13H14BrClN2

Molecular Weight: 277.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Nc1c2c(nc3ccc(Br)cc13)CCCC2

Standard InChI:  InChI=1S/C13H13BrN2.ClH/c14-8-5-6-12-10(7-8)13(15)9-3-1-2-4-11(9)16-12;/h5-7H,1-4H2,(H2,15,16);1H

Standard InChI Key:  MDJWPTPEQNDAHE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   37.0071   -1.0018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5678   -2.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5667   -2.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2796   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2778   -1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9914   -2.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9921   -2.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7055   -3.3752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6999   -1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6955   -0.9048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8551   -1.7330    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   36.4137   -2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4200   -2.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1406   -3.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8594   -2.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8529   -2.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1278   -1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8 13  2  0
 12  9  2  0
  9  6  1  0
  9 10  1  0
  2 11  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 277.17

Molecular Weight (Monoisotopic): 276.0262

AlogP: 3.46

#Rotatable Bonds: ┄

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 3.40

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.80

Np Likeness Score: -0.83

References

1. Gorecki L, Misiachna A, Damborsky J, Dolezal R, Korabecny J, Cejkova L, Hakenova K, Chvojkova M, Karasova JZ, Prchal L, Novak M, Kolcheva M, Kortus S, Vales K, Horak M, Soukup O..  (2021)  Structure-activity relationships of dually-acting acetylcholinesterase inhibitors derived from tacrine on N-methyl-d-Aspartate receptors.,  219  [PMID:33892271] [10.1016/j.ejmech.2021.113434]

Source

Source(1):

• Scientific Literature