(E)-6-fluoro-N'-(4-hydroxybenzylidene)-1,4-dihydroindeno[1,2-c]pyrazole-3-carbohydrazide

ID: ALA4513793

PubChem CID: 155539122

Max Phase: Preclinical

Molecular Formula: C18H13FN4O2

Molecular Weight: 336.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(O)cc1)c1n[nH]c2c1Cc1cc(F)ccc1-2

Standard InChI:  InChI=1S/C18H13FN4O2/c19-12-3-6-14-11(7-12)8-15-16(14)21-22-17(15)18(25)23-20-9-10-1-4-13(24)5-2-10/h1-7,9,24H,8H2,(H,21,22)(H,23,25)/b20-9+

Standard InChI Key:  STNRLKQODLXYLL-AWQFTUOYSA-N

Molfile:  

 
     RDKit          2D

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   15.6918  -10.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6906  -11.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3987  -11.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1058  -11.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1055  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3969  -10.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8883  -10.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3737  -10.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8887  -11.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1605  -10.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1614   -9.7806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3751   -9.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8211  -11.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7348  -11.9013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5680  -10.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2286  -11.2381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9755  -10.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6361  -11.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5465  -12.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2063  -12.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9541  -12.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0382  -11.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3775  -11.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9826  -11.6785    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.6154  -12.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  7  8  2  0
  9  8  1  0
  4  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12  7  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  2 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513793

   ---

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: 336.33

Molecular Weight (Monoisotopic): 336.1023

AlogP: 2.59

#Rotatable Bonds: 3

Polar Surface Area: 90.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.87

CX Basic pKa: 1.72

CX LogP: 3.18

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -1.47

References

1. Shareef MA, Sirisha K, Khan I, Sayeed IB, Jadav SS, Ramu G, Kumar CG, Kamal A, Babu BN..  (2019)  Design, synthesis, and antimicrobial evaluation of 1,4-dihydroindeno[1,2-c]pyrazole tethered carbohydrazide hybrids: exploring their in silico ADMET, ergosterol inhibition and ROS inducing potential.,  10  (5): [PMID:31191871] [10.1039/C9MD00155G]

Source

Source(1):

• Scientific Literature