5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid-(benzo[1,3]dioxol-5-ylmethy-lene)hydrazide

ID: ALA1095375

PubChem CID: 46204122

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc2c(c1)OCO2)c1cn2c(n1)CCCC2

Standard InChI:  InChI=1S/C16H16N4O3/c21-16(12-9-20-6-2-1-3-15(20)18-12)19-17-8-11-4-5-13-14(7-11)23-10-22-13/h4-5,7-9H,1-3,6,10H2,(H,19,21)/b17-8+

Standard InChI Key:  TYYRUPJRBWTUKF-CAOOACKPSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.9001   -6.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9001   -7.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6140   -7.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6140   -6.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3325   -6.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3325   -7.4111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1174   -7.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6027   -6.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1175   -6.3307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270   -6.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8392   -7.7124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8392   -6.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6636   -7.7124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0758   -8.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9001   -8.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3081   -9.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1282   -7.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3059   -7.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5448   -8.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1347   -9.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6888   -9.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4413   -9.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3523   -8.5943    0.0000 O   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
 16 20  1  0
  6  7  1  0
 19 17  1  0
  7  8  2  0
 17 18  2  0
 18 15  1  0
 19 20  2  0
  8  9  1  0
  9  5  2  0
  5  4  1  0
  8 10  1  0
  5  6  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095375

   N-[(E)-1,3-benzodioxol-5-ylmethyleneamino]-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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 1.71

#Rotatable Bonds: 3

Polar Surface Area: 77.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: 3.70

CX LogP: 1.87

CX LogD: 1.87

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.44

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