(S)-1-(3-(2-Imino-3-(2-(pyridin-3-yl)ethyl)imidazolidin-4-yl)-propyl)guanidine

ID: ALA4090594

PubChem CID: 137642831

Max Phase: Preclinical

Molecular Formula: C14H23N7

Molecular Weight: 289.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H]1CNC(=N)N1CCc1cccnc1

Standard InChI:  InChI=1S/C14H23N7/c15-13(16)19-7-2-4-12-10-20-14(17)21(12)8-5-11-3-1-6-18-9-11/h1,3,6,9,12H,2,4-5,7-8,10H2,(H2,17,20)(H4,15,16,19)/t12-/m0/s1

Standard InChI Key:  MVXSCYCMCQNCFC-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.2437  -14.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0609  -14.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3153  -13.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6523  -12.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9936  -13.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6511  -11.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0929  -13.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2639  -12.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0414  -11.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6462  -12.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4232  -12.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5948  -11.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9834  -10.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2088  -11.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5405  -14.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3533  -14.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8329  -15.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6457  -15.2283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1253  -15.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9381  -15.8055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7920  -16.6361    0.0000 N   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
  2 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090594

   ---

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: 289.39

Molecular Weight (Monoisotopic): 289.2015

AlogP: 0.10

#Rotatable Bonds: 7

Polar Surface Area: 113.91

Molecular Species: BASE

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.35

CX LogP: -0.29

CX LogD: -5.12

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.28

Np Likeness Score: -0.23

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