6-(4-((6-ChloroH-imidazo[1,2-a]pyridin-2-yl)methyl)piperazin-1-yl)nicotinonitrile

ID: ALA3092413

PubChem CID: 73211886

Product Number: C608887, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H17ClN6

Molecular Weight: 352.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(N2CCN(Cc3cn4cc(Cl)ccc4n3)CC2)nc1

Standard InChI:  InChI=1S/C18H17ClN6/c19-15-2-4-18-22-16(13-25(18)11-15)12-23-5-7-24(8-6-23)17-3-1-14(9-20)10-21-17/h1-4,10-11,13H,5-8,12H2

Standard InChI Key:  UGDJVSURAKMIPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.5463   -3.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451   -4.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532   -5.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9629   -4.6945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -3.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -5.9162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -6.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5418   -7.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2476   -7.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -7.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610   -6.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443   -8.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9503   -8.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -9.5870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019   -8.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2463   -9.0540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -9.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2350  -10.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510  -10.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4629   -9.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581   -9.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2493   -2.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469   -1.8363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2822   -9.7665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  3  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 18  2  0
 17 16  1  0
 16 14  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 23 24  3  0
  6 23  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3092413

   6-[4-[(6-chloroimidazo[1,2-a]pyridin-2-yl)methyl]piperazin-1-yl]pyridine-3-carbonitrile

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: 352.83

Molecular Weight (Monoisotopic): 352.1203

AlogP: 2.58

#Rotatable Bonds: 3

Polar Surface Area: 60.46

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.12

CX LogP: 2.36

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -3.10

References

1. Boehm M, Hepworth D, Loria PM, Norquay LD, Filipski KJ, Chin JE, Cameron KO, Brenner M, Bonnette P, Cabral S, Conn E, Ebner DC, Gautreau D, Hadcock J, Lee EC, Mathiowetz AM, Morin M, Rogers L, Smith A, VanVolkenburg M, Carpino PA..  (2013)  Chemical Probe Identification Platform for Orphan GPCRs Using Focused Compound Screening: GPR39 as a Case Example.,  4  (11): [PMID:24900608] [10.1021/ml400275z]

2. Burley R, Hewer RC, Teall M, Dickson L, Ossola B, Russell S, Bender C, Cheung T, Powell JAC, Xu X, Brice NL, Otter L, Arimont M, Kidd SL, Vidal D, Dale JW, Mervin L, Sore HF, Mateu N, Lakshminarayana N, Dawson LA, Carlton M, Bürli RW..  (2022)  Synthesis and SAR of novel GPR39 agonists and positive allosteric modulators.,  61  [PMID:35123006] [10.1016/j.bmcl.2022.128607]

Source

Source(1):

• Scientific Literature