1,4-bis(benzimidazole-2-ylmethyl)-1,4,7-triazacyclonone

ID: ALA433982

PubChem CID: 11372706

Max Phase: Preclinical

Molecular Formula: C22H27N7

Molecular Weight: 389.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2[nH]c(CN3CCNCCN(Cc4nc5ccccc5[nH]4)CC3)nc2c1

Standard InChI:  InChI=1S/C22H27N7/c1-2-6-18-17(5-1)24-21(25-18)15-28-11-9-23-10-12-29(14-13-28)16-22-26-19-7-3-4-8-20(19)27-22/h1-8,23H,9-16H2,(H,24,25)(H,26,27)

Standard InChI Key:  DKBVDTXZASJGTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -3.0500   -0.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750    0.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -0.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    0.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500    1.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    0.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -0.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -1.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7250    1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1625    1.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917    2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3 13  1  0
  4  1  2  0
  5  3  1  0
  6  4  1  0
  7  1  1  0
  8  2  1  0
  9  5  1  0
 10  7  1  0
 11 17  1  0
 12 14  1  0
 13 11  1  0
 14  4  1  0
 15 21  1  0
 16 12  1  0
 17 16  1  0
 18 11  1  0
 19 12  1  0
 20 15  1  0
 21 19  1  0
 22  7  2  0
 23  8  2  0
 24  9  2  0
 25 10  2  0
 26 27  2  0
 27 22  1  0
 28 24  1  0
 29 23  1  0
 10  6  1  0
 26 25  1  0
 20 18  1  0
  8  9  1  0
 29 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA433982

   4,7-Bis(benzimidazole-2-yl-methyl)-1,4,7-triazacyclo-nonane

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: 389.51

Molecular Weight (Monoisotopic): 389.2328

AlogP: 2.35

#Rotatable Bonds: 4

Polar Surface Area: 75.87

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.19

CX Basic pKa: 9.59

CX LogP: 1.67

CX LogD: -0.33

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.06

References

1. Ji HF, Zhang HY..  (2005)  A new strategy to combat Alzheimer's disease. Combining radical-scavenging potential with metal-protein-attenuating ability in one molecule.,  15  (1): [PMID:15582403] [10.1016/j.bmcl.2004.10.047]

Source

Source(1):

• Scientific Literature