(Z)3-Methyl-1-phenylindeno[2,1-e]pyrazolo[3,4-b]pyrazin-5(1H)-one-oxime

ID: ALA2335089

PubChem CID: 71652710

Max Phase: Preclinical

Molecular Formula: C19H13N5O

Molecular Weight: 327.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2ccccc2)c2nc3c(nc12)/C(=N\O)c1ccccc1-3

Standard InChI:  InChI=1S/C19H13N5O/c1-11-15-19(24(22-11)12-7-3-2-4-8-12)21-16-13-9-5-6-10-14(13)17(23-25)18(16)20-15/h2-10,25H,1H3/b23-17-

Standard InChI Key:  SAXCGBQEEDBEBJ-QJOMJCCJSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   19.4478   -2.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1175   -2.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8628   -3.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4185   -4.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2164   -4.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4765   -3.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9232   -2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0434   -3.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7744   -2.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9671   -2.8008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5001   -4.3566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6893   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4221   -3.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6019   -3.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3529   -4.2071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0266   -4.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0048   -5.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2751   -5.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2568   -6.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9632   -7.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6852   -6.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7084   -5.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4460   -1.6425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1053   -2.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7303   -1.2313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  1  0
  2  1  1  0
  1  9  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 12 11  2  0
 11  8  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 16 17  1  0
  1 23  2  0
 14 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2335089

   12-Methyl-8-nitroso-14-phenyl-10,13,14,16-tetrazatetracyclo[7.7.0.02,7.011,15]hexadeca-1,3,5,7,9,11,15-heptaene

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 327.35

Molecular Weight (Monoisotopic): 327.1120

AlogP: 3.33

#Rotatable Bonds: 1

Polar Surface Area: 76.19

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.46

CX Basic pKa: 0.86

CX LogP: 3.44

CX LogD: 1.17

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -1.03

References

1. El-Emary T, El-Kashef H..  (2013)  First synthesis and biological evaluation of indeno[2,1-e]pyrazolo[3,4-b]pyrazin-5-one and related derivatives.,  62  [PMID:23416189] [10.1016/j.ejmech.2013.01.025]

Source

Source(1):

• Scientific Literature