[125I]-(E)-4-[2-(6-Iodo-1H-benzimidazol-2-yl)ethenyl]-Nmethylaniline

ID: ALA2385167

PubChem CID: 73348869

Max Phase: Preclinical

Molecular Formula: C16H14IN3

Molecular Weight: 375.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ccc(/C=C/c2nc3ccc([125I])cc3[nH]2)cc1

Standard InChI:  InChI=1S/C16H14IN3/c1-18-13-6-2-11(3-7-13)4-9-16-19-14-8-5-12(17)10-15(14)20-16/h2-10,18H,1H3,(H,19,20)/b9-4+/i17-2

Standard InChI Key:  UACJAEPUZXTOBN-XYLDMLFWSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    9.0943   -1.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932   -2.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8079   -3.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -1.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5216   -1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5218   -2.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3122   -2.9381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8006   -2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3118   -1.5935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783   -3.0934    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   12.6256   -2.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0377   -1.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8627   -1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2730   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0973   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5103   -1.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0932   -0.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2703   -0.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3353   -1.5505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7466   -0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
M  ISO  1  10 125
M  END

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: 375.21

Molecular Weight (Monoisotopic): 375.0232

AlogP: 4.38

#Rotatable Bonds: 3

Polar Surface Area: 40.71

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: 5.36

CX LogP: 4.23

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.04

References

1. Matsumura K, Ono M, Yoshimura M, Kimura H, Watanabe H, Okamoto Y, Ihara M, Takahashi R, Saji H..  (2013)  Synthesis and biological evaluation of novel styryl benzimidazole derivatives as probes for imaging of neurofibrillary tangles in Alzheimer's disease.,  21  (11): [PMID:23601814] [10.1016/j.bmc.2013.02.054]

Source

Source(1):

• Scientific Literature