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

ID: ALA1088644

PubChem CID: 46203801

Max Phase: Preclinical

Molecular Formula: C17H21N5O

Molecular Weight: 311.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=N/NC(=O)c2cn3c(n2)CCCC3)cc1

Standard InChI:  InChI=1S/C17H21N5O/c1-21(2)14-8-6-13(7-9-14)11-18-20-17(23)15-12-22-10-4-3-5-16(22)19-15/h6-9,11-12H,3-5,10H2,1-2H3,(H,20,23)/b18-11+

Standard InChI Key:  XMJXRWVIIOJOKW-WOJGMQOQSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.5076   -1.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5076   -2.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2219   -3.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2219   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9409   -1.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9408   -2.8194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7263   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2119   -2.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7264   -1.7383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0369   -2.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4492   -3.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4492   -1.6921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2742   -3.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6867   -3.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5115   -3.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9198   -4.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7439   -4.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1573   -3.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7403   -3.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9176   -3.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9822   -3.8333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3955   -4.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936   -3.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8 10  1  0
 21 22  1  0
  5  6  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088644

   N-[(E)-(4-dimethylaminophenyl)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: 311.39

Molecular Weight (Monoisotopic): 311.1746

AlogP: 2.05

#Rotatable Bonds: 4

Polar Surface Area: 62.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: 4.44

CX LogP: 2.36

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.91

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