2-(4-(2-(4-(2,2-dimethylbutyl)-1H-imidazol-2-yl)ethyl)phenyl)pyridine

ID: ALA1091720

Cas Number: 1021937-07-4

PubChem CID: 25025860

Product Number: B607915, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H27N3

Molecular Weight: 333.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)(C)Cc1c[nH]c(CCc2ccc(-c3ccccn3)cc2)n1

Standard InChI:  InChI=1S/C22H27N3/c1-4-22(2,3)15-19-16-24-21(25-19)13-10-17-8-11-18(12-9-17)20-7-5-6-14-23-20/h5-9,11-12,14,16H,4,10,13,15H2,1-3H3,(H,24,25)

Standard InChI Key:  WVAKRQOMAINQPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.5736  -16.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5724  -17.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2872  -17.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0037  -17.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008  -16.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2854  -15.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8595  -17.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451  -17.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308  -17.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4297  -18.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1489  -18.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8602  -18.4737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7137  -15.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4297  -16.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1427  -15.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8950  -16.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4448  -15.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0295  -14.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2233  -15.1705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2698  -15.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6785  -14.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5035  -14.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9121  -14.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -14.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8875  -14.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  6  1  1  0
  5 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 14 15  1  0
 15 16  2  0
  7  8  2  0
  8  9  1  0
  4  5  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
  9 10  2  0
 17 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 21 22  1  0
  5  6  2  0
 22 23  1  0
 11 12  2  0
 21 24  1  0
 12  7  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091720

   Bag-1

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

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: 333.48

Molecular Weight (Monoisotopic): 333.2205

AlogP: 5.24

#Rotatable Bonds: 7

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 5.38

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.84

References

1. Liu J, He S, Jian T, Dobbelaar PH, Sebhat IK, Lin LS, Goodman A, Guo C, Guzzo PR, Hadden M, Henderson AJ, Pattamana K, Ruenz M, Sargent BJ, Swenson B, Yet L, Tamvakopoulos C, Peng Q, Pan J, Kan Y, Palyha O, Kelly TM, Guan XM, Howard AD, Marsh DJ, Metzger JM, Reitman ML, Wyvratt MJ, Nargund RP..  (2010)  Synthesis and SAR of derivatives based on 2-biarylethylimidazole as bombesin receptor subtype-3 (BRS-3) agonists for the treatment of obesity.,  20  (7): [PMID:20219372] [10.1016/j.bmcl.2010.02.076]

2. Sebhat IK, Franklin C, Lo MM, Chen D, Jewell JP, Miller R, Pang J, Palyha O, Kan Y, Kelly TM, Guan XM, Marsh DJ, Kosinski JA, Metzger JM, Lyons K, Dragovic J, Guzzo PR, Henderson AJ, Reitman ML, Nargund RP, Wyvratt MJ, Lin LS..  (2011)  Discovery of MK-5046, a Potent, Selective Bombesin Receptor Subtype-3 Agonist for the Treatment of Obesity.,  2  (1): [PMID:24900253] [10.1021/ml100196d]

3. Liu P, Lanza TJ, Chioda M, Jones C, Chobanian HR, Guo Y, Chang L, Kelly TM, Kan Y, Palyha O, Guan XM, Marsh DJ, Metzger JM, Ramsay K, Wang SP, Strack AM, Miller R, Pang J, Lyons K, Dragovic J, Ning JG, Schafer WA, Welch CJ, Gong X, Gao YD, Hornak V, Ball RG, Tsou N, Reitman ML, Wyvratt MJ, Nargund RP, Lin LS..  (2011)  Discovery of benzodiazepine sulfonamide-based bombesin receptor subtype 3 agonists and their unusual chirality.,  2  (12): [PMID:24900283] [10.1021/ml200207w]

Source

Source(1):

• Scientific Literature