1-(4-(2-(4-(2,2-dimethylbutyl)-1H-imidazol-2-yl)ethyl)phenyl)-1H-1,2,3-triazole

ID: ALA1089523

PubChem CID: 46884663

Max Phase: Preclinical

Molecular Formula: C19H25N5

Molecular Weight: 323.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)(C)Cc1c[nH]c(CCc2ccc(-n3ccnn3)cc2)n1

Standard InChI:  InChI=1S/C19H25N5/c1-4-19(2,3)13-16-14-20-18(22-16)10-7-15-5-8-17(9-6-15)24-12-11-21-23-24/h5-6,8-9,11-12,14H,4,7,10,13H2,1-3H3,(H,20,22)

Standard InChI Key:  KEVUKBLXWDZLED-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    7.7736   -0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7724   -1.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4872   -2.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2037   -1.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2008   -0.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4854   -0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0595   -2.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9137   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6297   -0.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3427   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0950   -0.8448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6448   -0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2295    0.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4233    0.3087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4698   -0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8785    0.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7035    0.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1121    1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0500    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0875    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3074   -1.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7567   -2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1690   -3.1663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9743   -2.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  2  7  1  0
 12 15  1  0
  3  4  2  0
 15 16  1  0
  5  8  1  0
 16 17  1  0
 17 18  1  0
  8  9  1  0
 16 19  1  0
  4  5  1  0
 16 20  1  0
  7 21  1  0
  9 10  1  0
 10 11  2  0
  2  3  1  0
  5  6  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089523

   1-(4-(2-(4-(2,2-dimethylbutyl)-1H-imidazol-2-yl)ethyl)phenyl)-1H-1,2,3-triazole

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: 323.44

Molecular Weight (Monoisotopic): 323.2110

AlogP: 3.75

#Rotatable Bonds: 7

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 4.27

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.11

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]

Source

Source(1):

• Scientific Literature