N'-(4-hydroxy-3-methoxybenzylidene)-2,2-diphenylcyclopropanecarbohydrazide

ID: ALA4761943

PubChem CID: 135472423

Max Phase: Preclinical

Molecular Formula: C24H22N2O3

Molecular Weight: 386.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)C2CC2(c2ccccc2)c2ccccc2)ccc1O

Standard InChI:  InChI=1S/C24H22N2O3/c1-29-22-14-17(12-13-21(22)27)16-25-26-23(28)20-15-24(20,18-8-4-2-5-9-18)19-10-6-3-7-11-19/h2-14,16,20,27H,15H2,1H3,(H,26,28)/b25-16+

Standard InChI Key:  XWVRLUYDMSGDIJ-PCLIKHOPSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   13.0972   -9.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5225   -9.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1399   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -8.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2709   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4715   -8.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9252   -8.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1839   -9.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9827   -9.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3037  -10.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0781  -10.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6480  -11.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4465  -11.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6683  -10.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8474   -9.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8470  -10.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5553   -9.1756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2628   -9.5845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9707   -9.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6782   -9.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6737  -10.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3804  -10.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0893  -10.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0871   -9.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3799   -9.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7936   -9.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5025   -9.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7973  -10.8103    0.0000 O   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
 25 27  1  0
 27 28  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761943

   ---

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: 386.45

Molecular Weight (Monoisotopic): 386.1630

AlogP: 3.86

#Rotatable Bonds: 6

Polar Surface Area: 70.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.59

CX Basic pKa: 1.94

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.28

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