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

ID: ALA1088249

PubChem CID: 46204121

Max Phase: Preclinical

Molecular Formula: C18H22N4O

Molecular Weight: 310.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H22N4O/c1-13(2)15-8-6-14(7-9-15)11-19-21-18(23)16-12-22-10-4-3-5-17(22)20-16/h6-9,11-13H,3-5,10H2,1-2H3,(H,21,23)/b19-11+

Standard InChI Key:  JSQJFRXQDFJZAH-YBFXNURJSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -5.5779   -6.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -7.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634   -7.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634   -5.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444   -6.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1445   -7.1694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3588   -7.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8732   -6.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587   -6.0882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482   -6.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -7.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -6.0420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -7.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3982   -8.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268   -8.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351   -8.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -8.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -8.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -7.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329   -7.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977   -8.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111   -8.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3092   -7.4684    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:

   

   ALA1088249

   N-[(E)-(4-isopropylphenyl)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: 310.40

Molecular Weight (Monoisotopic): 310.1794

AlogP: 3.11

#Rotatable Bonds: 4

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: 3.72

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -1.67

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