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

ID: ALA4549325

PubChem CID: 155550352

Max Phase: Preclinical

Molecular Formula: C17H11N3O4

Molecular Weight: 321.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2c(O)cccc2/C1=N/NC(=O)c1cc2ccccc2o1

Standard InChI:  InChI=1S/C17H11N3O4/c21-11-6-3-5-10-14(11)18-17(23)15(10)19-20-16(22)13-8-9-4-1-2-7-12(9)24-13/h1-8,21H,(H,20,22)(H,18,19,23)

Standard InChI Key:  ITKVNXNRJGCYBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   19.3883  -10.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3872  -11.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0993  -12.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0975  -10.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8103  -10.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8151  -11.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5992  -11.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0807  -11.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5915  -10.5853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9020  -11.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3148  -11.9493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3065  -10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1361  -11.9444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5530  -12.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2249  -13.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8395  -13.9554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3742  -12.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5445  -13.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3218  -13.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9295  -13.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7507  -12.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9736  -12.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4229  -13.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4936  -14.5886    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
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549325

   ---

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: 321.29

Molecular Weight (Monoisotopic): 321.0750

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 103.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.21

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -0.79

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