N1-[1-[1-(3-Fluorophenyl)-3-[4-(1H-Imidazol-1-yl)phenyl]-3-oxo]propyl]-pyridine-2-carboxamidrazone

ID: ALA3818385

PubChem CID: 127053052

Max Phase: Preclinical

Molecular Formula: C24H21FN6O

Molecular Weight: 428.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N/NC(CC(=O)c1ccc(-n2ccnc2)cc1)c1cccc(F)c1)c1ccccn1

Standard InChI:  InChI=1S/C24H21FN6O/c25-19-5-3-4-18(14-19)22(29-30-24(26)21-6-1-2-11-28-21)15-23(32)17-7-9-20(10-8-17)31-13-12-27-16-31/h1-14,16,22,29H,15H2,(H2,26,30)

Standard InChI Key:  HLEMQDXNLAJASE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.3947   -1.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3904   -3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0893   -3.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7924   -3.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966   -1.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5023    3.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5029    5.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2041    5.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9048    5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9042    3.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8658    5.8450    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  1  7  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 16 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 16  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3818385

   ---

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: 428.47

Molecular Weight (Monoisotopic): 428.1761

AlogP: 3.63

#Rotatable Bonds: 8

Polar Surface Area: 98.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.25

CX LogP: 3.15

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: -1.69

References

1. Zampieri D, Mamolo MG, Vio L, Romano M, Skoko N, Baralle M, Pau V, De Logu A..  (2016)  Antimycobacterial activity of new N(1)-[1-[1-aryl-3-[4-(1H-imidazol-1-yl)phenyl]-3-oxo]propyl]-pyridine-2-carboxamidrazone derivatives.,  26  (14): [PMID:27241693] [10.1016/j.bmcl.2016.05.053]

Source

Source(1):

• Scientific Literature