1-(6-(((R,S)-7-Hydroxychroman-2-yl)methylamino]hexyl)-3-((S)-1-methylpyrrolidin-2-yl)pyridinium bromide

ID: ALA3612359

PubChem CID: 122188155

Max Phase: Preclinical

Molecular Formula: C26H38BrN3O2

Molecular Weight: 424.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC[C@H]1c1ccc[n+](CCCCCCNCC2CCc3ccc(O)cc3O2)c1.[Br-]

Standard InChI:  InChI=1S/C26H37N3O2.BrH/c1-28-15-7-9-25(28)22-8-6-17-29(20-22)16-5-3-2-4-14-27-19-24-13-11-21-10-12-23(30)18-26(21)31-24;/h6,8,10,12,17-18,20,24-25,27H,2-5,7,9,11,13-16,19H2,1H3;1H/t24?,25-;/m0./s1

Standard InChI Key:  BNPZQIJALSSGBJ-MRUATQDUSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    6.3926    0.9899    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  -19.8181   -1.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3504   -0.7507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -18.2100    0.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.5603    1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.5659    0.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4552   -1.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9102    1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6113    0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3121    1.4798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3120    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6109    3.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9101    2.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0109    0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7121    1.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4109    0.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1121    1.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8109    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  3  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  4  8  1  1
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 25  1  0
 23 27  1  0
 26 24  1  0
 24 25  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
M  CHG  2   1  -1  10   1
M  END

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: 424.61

Molecular Weight (Monoisotopic): 424.2959

AlogP: 3.99

#Rotatable Bonds: 10

Polar Surface Area: 48.61

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 10.20

CX LogP: -0.42

CX LogD: -2.65

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: 0.58

References

1. Matera C, Pucci L, Fiorentini C, Fucile S, Missale C, Grazioso G, Clementi F, Zoli M, De Amici M, Gotti C, Dallanoce C..  (2015)  Bifunctional compounds targeting both D2 and non-α7 nACh receptors: design, synthesis and pharmacological characterization.,  101  [PMID:26164842] [10.1016/j.ejmech.2015.06.039]

Source

Source(1):

• Scientific Literature