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

ID: ALA1088119

PubChem CID: 46203800

Max Phase: Preclinical

Molecular Formula: C16H18N4O

Molecular Weight: 282.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/NC(=O)c2cn3c(n2)CCCC3)cc1

Standard InChI:  InChI=1S/C16H18N4O/c1-12-5-7-13(8-6-12)10-17-19-16(21)14-11-20-9-3-2-4-15(20)18-14/h5-8,10-11H,2-4,9H2,1H3,(H,19,21)/b17-10+

Standard InChI Key:  LFCMIUUAKTZQDZ-LICLKQGHSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -5.8575   -1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8575   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1430   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1430   -1.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4240   -1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4240   -2.2652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -2.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -1.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6384   -1.1840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -1.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153   -2.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153   -1.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903   -2.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1472   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797   -3.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7931   -3.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -2.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533   -2.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181   -3.2792    0.0000 C   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:

   

   ALA1088119

   N-[(E)-p-tolylmethyleneamino]-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: 282.35

Molecular Weight (Monoisotopic): 282.1481

AlogP: 2.29

#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: 3.71

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.88

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