(R)-(3-(3-Bromophenethyl)-2-iminoimidazolidin-4-yl)methanol

ID: ALA4088860

PubChem CID: 135386683

Max Phase: Preclinical

Molecular Formula: C12H16BrN3O

Molecular Weight: 298.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C1NC[C@H](CO)N1CCc1cccc(Br)c1

Standard InChI:  InChI=1S/C12H16BrN3O/c13-10-3-1-2-9(6-10)4-5-16-11(8-17)7-15-12(16)14/h1-3,6,11,17H,4-5,7-8H2,(H2,14,15)/t11-/m1/s1

Standard InChI Key:  RKDCCECDTARGNW-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.3843  -13.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2015  -13.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4559  -12.5501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929  -12.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1342  -12.5501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916  -11.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334  -12.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399  -12.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175  -12.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2199  -13.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9968  -12.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1685  -12.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5570  -11.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7825  -11.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6031  -13.4417    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6810  -13.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478  -14.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 11 15  1  0
  2 16  1  1
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088860

   ---

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: 298.18

Molecular Weight (Monoisotopic): 297.0477

AlogP: 1.19

#Rotatable Bonds: 4

Polar Surface Area: 59.35

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.05

CX LogP: 1.56

CX LogD: -0.83

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: -0.27

References

1. Wu J, Cippitelli A, Zhang Y, Debevec G, Schoch J, Ozawa A, Yu Y, Liu H, Chen W, Houghten RA, Welmaker GS, Giulianotti MA, Toll L..  (2017)  Highly Selective and Potent α4β2 nAChR Antagonist Inhibits Nicotine Self-Administration and Reinstatement in Rats.,  60  (24): [PMID:29178785] [10.1021/acs.jmedchem.7b01250]

Source

Source(1):

• Scientific Literature