2-(3-(Pyridin-3-yl)-5-(trifluoromethyl)benzoyl)-N-(4-(pyrrolidin-1-ylmethyl)phenyl)hydrazinecarboxamide

ID: ALA4071493

PubChem CID: 137638663

Max Phase: Preclinical

Molecular Formula: C25H24F3N5O2

Molecular Weight: 483.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NNC(=O)c1cc(-c2cccnc2)cc(C(F)(F)F)c1)Nc1ccc(CN2CCCC2)cc1

Standard InChI:  InChI=1S/C25H24F3N5O2/c26-25(27,28)21-13-19(18-4-3-9-29-15-18)12-20(14-21)23(34)31-32-24(35)30-22-7-5-17(6-8-22)16-33-10-1-2-11-33/h3-9,12-15H,1-2,10-11,16H2,(H,31,34)(H2,30,32,35)

Standard InChI Key:  HVOWYJAWYCTASD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
    4.1726   -8.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -7.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -8.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -7.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958   -7.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958   -7.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0035   -6.6242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -6.6242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7112   -7.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7069   -7.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4138   -8.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1225   -7.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1198   -7.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4124   -6.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8307   -8.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8318   -9.0758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1747   -9.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283  -10.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2455  -10.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4654   -7.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7581   -8.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7577   -9.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704   -9.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747   -9.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0506   -7.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -7.0289    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -8.2543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -7.4373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4733  -10.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646  -10.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672  -11.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4768  -11.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854  -11.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1794  -10.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
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 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  1 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  1  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 24 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071493

   ---

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: 483.49

Molecular Weight (Monoisotopic): 483.1882

AlogP: 4.83

#Rotatable Bonds: 5

Polar Surface Area: 86.36

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 8.94

CX LogP: 3.34

CX LogD: 2.10

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -1.99

References

1. Sandoval E, Lafuente-Monasterio MJ, Almela MJ, Castañeda P, Jiménez Díaz MB, Martínez-Martínez MS, Vidal J, Angulo-Barturen Í, Bamborough P, Burrows J, Cammack N, Chaparro MJ, Coterón JM, de Cozar C, Crespo B, Díaz B, Drewes G, Fernández E, Ferrer-Bazaga S, Fraile MT, Gamo FJ, Ghidelli-Disse S, Gómez R, Haselden J, Huss S, León ML, de Mercado J, Macdonald SJF, Martín Hernando JI, Prats S, Puente M, Rodríguez A, de la Rosa JC, Rueda L, Selenski C, Willis P, Wilson DM, Witty M, Calderón F..  (2017)  The Discovery of Novel Antimalarial Aminoxadiazoles as a Promising Nonendoperoxide Scaffold.,  60  (16): [PMID:28806082] [10.1021/acs.jmedchem.6b01441]

Source

Source(1):

• Scientific Literature