2,2-diphenyl-N'-(pyridin-2-ylmethylene)cyclopropanecarbohydrazide

ID: ALA4744420

PubChem CID: 9606796

Max Phase: Preclinical

Molecular Formula: C22H19N3O

Molecular Weight: 341.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccccn1)C1CC1(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C22H19N3O/c26-21(25-24-16-19-13-7-8-14-23-19)20-15-22(20,17-9-3-1-4-10-17)18-11-5-2-6-12-18/h1-14,16,20H,15H2,(H,25,26)/b24-16+

Standard InChI Key:  NCDHKLTZQAFJOU-LFVJCYFKSA-N

Molfile:  

 
     RDKit          2D

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    2.9360   -9.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615   -8.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3613   -8.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9786   -8.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -7.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096   -7.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -7.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640   -7.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227   -8.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -8.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -9.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169  -10.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867  -10.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852  -10.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5071   -9.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6861   -8.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857   -9.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941   -8.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1016   -8.7921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8095   -8.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5170   -8.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125   -9.6093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2192  -10.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9281   -9.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9259   -8.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2186   -8.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  5  4  1  0
  2  5  1  0
  3  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  1 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
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 15  1  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 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
M  END

Alternative Forms

1. Parent:

   

   ALA4744420

   2,2-Diphenyl-N'-[(E)-(pyridin-2-YL)methylidene]cyclopropane-1-carbohydrazide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 341.41

Molecular Weight (Monoisotopic): 341.1528

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 54.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: 3.05

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.89

References

1. McNulty J,Babu Dokuburra C,D'Aiuto L,Demers M,McClain L,Piazza P,Williamson K,Zheng W,Nimgaonkar VL.  (2020)  Synthesis of non-nucleoside anti-viral cyclopropylcarboxacyl hydrazones and initial anti-HSV-1 structure-activity relationship studies.,  30  (24): [PMID:32961320] [10.1016/j.bmcl.2020.127559]

Source

Source(1):

• Scientific Literature