5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid-(4-bromobenzylidene)hydrazide

ID: ALA1088690

PubChem CID: 46204124

Max Phase: Preclinical

Molecular Formula: C15H15BrN4O

Molecular Weight: 347.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Br)cc1)c1cn2c(n1)CCCC2

Standard InChI:  InChI=1S/C15H15BrN4O/c16-12-6-4-11(5-7-12)9-17-19-15(21)13-10-20-8-2-1-3-14(20)18-13/h4-7,9-10H,1-3,8H2,(H,19,21)/b17-9+

Standard InChI Key:  FVMUMBOMGURPBK-RQZCQDPDSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    7.7687  -11.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7687  -12.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4832  -12.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4832  -10.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2023  -11.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2023  -12.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9878  -12.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4734  -11.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9879  -10.9878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2984  -11.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7109  -12.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7109  -10.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5359  -12.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9484  -13.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7734  -13.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1817  -13.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0060  -13.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4194  -13.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0025  -12.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1795  -12.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2444  -13.0830    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
  5  6  1  0
 10 11  1  0
 10 12  2  0
  1  2  1  0
 11 13  1  0
  1  4  1  0
 13 14  2  0
  2  3  1  0
 14 15  1  0
  3  6  1  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  2  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  9  5  2  0
 19 20  2  0
 20 15  1  0
  5  4  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088690

   N-[(E)-(4-bromophenyl)methyleneamino]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxamide

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: 347.22

Molecular Weight (Monoisotopic): 346.0429

AlogP: 2.75

#Rotatable Bonds: 3

Polar Surface Area: 59.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: 3.70

CX LogP: 3.02

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.89

References

1. Ozdemir A, Turan-Zitouni G, Asim Kaplancikli Z, Işcan G, Khan S, Demirci F..  (2010)  Synthesis and the selective antifungal activity of 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine derivatives.,  45  (5): [PMID:20106559] [10.1016/j.ejmech.2009.12.023]

Source

Source(1):

• Scientific Literature