N'-(7-nitro-2-oxoindolin-3-ylidene)benzofuran-2-carbohydrazide

ID: ALA4439268

PubChem CID: 155513949

Max Phase: Preclinical

Molecular Formula: C17H10N4O5

Molecular Weight: 350.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2c(cccc2[N+](=O)[O-])/C1=N/NC(=O)c1cc2ccccc2o1

Standard InChI:  InChI=1S/C17H10N4O5/c22-16(13-8-9-4-1-2-7-12(9)26-13)20-19-15-10-5-3-6-11(21(24)25)14(10)18-17(15)23/h1-8H,(H,20,22)(H,18,19,23)

Standard InChI Key:  RIGBZZUSVPWVFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   10.5767  -11.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5755  -12.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2877  -12.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2859  -10.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9987  -11.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0034  -12.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7876  -12.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2650  -11.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7799  -10.9402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0863  -11.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5032  -12.3083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4948  -10.8847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3245  -12.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7372  -13.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4132  -13.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0279  -14.3103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5585  -13.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7328  -13.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5101  -14.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1138  -13.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9390  -12.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1619  -12.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6112  -13.9438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6819  -14.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4638  -15.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0717  -15.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 18  1  0
 17 14  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
 15 23  2  0
 24 25  2  0
 24 26  1  0
 19 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4439268

   ---

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: 350.29

Molecular Weight (Monoisotopic): 350.0651

AlogP: 2.43

#Rotatable Bonds: 3

Polar Surface Area: 126.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.18

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.34

References

1. Xu Z, Zhao S, Lv Z, Feng L, Wang Y, Zhang F, Bai L, Deng J..  (2019)  Benzofuran derivatives and their anti-tubercular, anti-bacterial activities.,  162  [PMID:30448416] [10.1016/j.ejmech.2018.11.025]

Source

Source(1):

• Scientific Literature