5,7-dibromo-1H,2H,3H-cyclopenta[b]quinolin-9-amine hydrochloride

ID: ALA4868050

PubChem CID: 164619344

Max Phase: Preclinical

Molecular Formula: C12H11Br2ClN2

Molecular Weight: 342.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Nc1c2c(nc3c(Br)cc(Br)cc13)CCC2

Standard InChI:  InChI=1S/C12H10Br2N2.ClH/c13-6-4-8-11(15)7-2-1-3-10(7)16-12(8)9(14)5-6;/h4-5H,1-3H2,(H2,15,16);1H

Standard InChI Key:  ARFZFUIVPQFKPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   21.3321  -11.7857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.0228  -13.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0216  -13.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7346  -14.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7328  -12.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4463  -13.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4471  -13.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1606  -14.2805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1549  -12.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1506  -11.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3101  -12.6382    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.7365  -15.1095    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.8711  -13.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8753  -13.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6678  -14.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1533  -13.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6608  -12.7755    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 14  2  0
 13  9  2  0
  9  6  1  0
  9 10  1  0
  2 11  1  0
  4 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  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: 342.03

Molecular Weight (Monoisotopic): 339.9211

AlogP: 3.83

#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: 6.83

CX LogP: 3.72

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -0.65

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