N'-(4-(dimethylamino)benzylidene)-2,2-diphenylcyclopropanecarbohydrazide

ID: ALA4743769

Cas Number: 324032-61-3

PubChem CID: 9631586

Max Phase: Preclinical

Molecular Formula: C25H25N3O

Molecular Weight: 383.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=N/NC(=O)C2CC2(c2ccccc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C25H25N3O/c1-28(2)22-15-13-19(14-16-22)18-26-27-24(29)23-17-25(23,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-16,18,23H,17H2,1-2H3,(H,27,29)/b26-18+

Standard InChI Key:  SRJULASJUUBDJA-NLRVBDNBSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.8411  -16.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665  -15.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2663  -15.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8837  -15.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751  -14.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0147  -14.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2153  -14.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691  -14.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9277  -15.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265  -15.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475  -16.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220  -17.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918  -17.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903  -17.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121  -16.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5912  -15.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908  -16.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991  -15.4283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066  -15.8373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7146  -15.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4221  -15.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4176  -16.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1242  -17.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8331  -16.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8309  -15.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1237  -15.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5412  -17.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5418  -17.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486  -16.6539    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  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
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743769

   N'-[4-(dimethylamino)benzylidene]-2,2-diphenylcyclopropanecarbohydrazide

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: 383.50

Molecular Weight (Monoisotopic): 383.1998

AlogP: 4.21

#Rotatable Bonds: 6

Polar Surface Area: 44.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: 4.34

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.86

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