N'-(4-bromobenzylidene)-2,2-diphenylcyclopropanecarbohydrazide

ID: ALA4757292

PubChem CID: 9624647

Max Phase: Preclinical

Molecular Formula: C23H19BrN2O

Molecular Weight: 419.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Br)cc1)C1CC1(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C23H19BrN2O/c24-20-13-11-17(12-14-20)16-25-26-22(27)21-15-23(21,18-7-3-1-4-8-18)19-9-5-2-6-10-19/h1-14,16,21H,15H2,(H,26,27)/b25-16+

Standard InChI Key:  ZXQPNQVGAGPCET-PCLIKHOPSA-N

Molfile:  

 
     RDKit          2D

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   23.7991  -11.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0246  -10.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2244  -10.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8418  -10.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4332   -9.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9728   -9.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1734   -9.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6272   -9.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8858  -10.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6846  -10.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0056  -11.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7800  -11.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3499  -12.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1484  -12.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3702  -11.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5493  -10.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5489  -11.4534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2572  -10.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9647  -10.6370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6726  -10.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3801  -10.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3756  -11.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0823  -11.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7912  -11.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7890  -10.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0818  -10.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4993  -11.8627    0.0000 Br  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  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757292

   N-[(E)-(4-bromophenyl)methylideneamino]-2,2-diphenylcyclopropane-1-carboxamide

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: 419.32

Molecular Weight (Monoisotopic): 418.0681

AlogP: 4.91

#Rotatable Bonds: 5

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: 1.71

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -0.76

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