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

ID: ALA4581737

PubChem CID: 155561463

Max Phase: Preclinical

Molecular Formula: C19H15BrN4O2

Molecular Weight: 411.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)Cc1c(C(=O)N/N=C/c3ccc(Br)cc3)n[nH]c1-2

Standard InChI:  InChI=1S/C19H15BrN4O2/c1-26-14-6-7-15-12(8-14)9-16-17(15)22-23-18(16)19(25)24-21-10-11-2-4-13(20)5-3-11/h2-8,10H,9H2,1H3,(H,22,23)(H,24,25)/b21-10+

Standard InChI Key:  YYUDOWUHLFAEHP-UFFVCSGVSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   17.8338  -10.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8327  -11.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5407  -11.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2478  -11.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2475  -10.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5389  -10.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0304  -10.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5157  -11.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0308  -11.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3025  -10.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3034   -9.9704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5172   -9.7142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9631  -11.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8768  -12.0911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7100  -10.9469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3706  -11.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1175  -11.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7781  -11.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6885  -12.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3483  -12.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0962  -12.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1803  -11.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5195  -11.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1246  -11.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4172  -11.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7574  -13.0164    0.0000 Br  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
 24 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581737

   ---

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: 411.26

Molecular Weight (Monoisotopic): 410.0378

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.19

CX Basic pKa: 1.52

CX LogP: 3.95

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -1.40

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