N'-((1H-imidazol-4-yl)methylene)-2,2-diphenylcyclopropanecarbohydrazide

ID: ALA4752447

PubChem CID: 162653356

Max Phase: Preclinical

Molecular Formula: C20H18N4O

Molecular Weight: 330.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1c[nH]cn1)C1CC1(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C20H18N4O/c25-19(24-23-13-17-12-21-14-22-17)18-11-20(18,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,12-14,18H,11H2,(H,21,22)(H,24,25)/b23-13+

Standard InChI Key:  JMBDBAAQZHZFNP-YDZHTSKRSA-N

Molfile:  

 
     RDKit          2D

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   34.8849  -22.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1103  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3101  -21.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9275  -21.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5189  -20.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0585  -20.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2591  -20.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7129  -20.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9716  -21.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7703  -21.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0913  -22.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8658  -23.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4356  -23.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2341  -23.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4559  -22.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6350  -21.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6346  -22.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3429  -21.2642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0504  -21.6732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7584  -21.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4659  -21.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5527  -22.4850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3520  -22.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7609  -21.9478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2144  -21.3403    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
 10  3  1  0
  1 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 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  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752447

   ---

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: 330.39

Molecular Weight (Monoisotopic): 330.1481

AlogP: 2.87

#Rotatable Bonds: 5

Polar Surface Area: 70.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.68

CX Basic pKa: 5.57

CX LogP: 3.30

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.46

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