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

ID: ALA4546126

PubChem CID: 155553567

Max Phase: Preclinical

Molecular Formula: C19H13F3N4O2

Molecular Weight: 386.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)Cc1c(C(=O)N/N=C/c3c(F)cc(F)cc3F)n[nH]c1-2

Standard InChI:  InChI=1S/C19H13F3N4O2/c1-28-11-2-3-12-9(4-11)5-13-17(12)24-25-18(13)19(27)26-23-8-14-15(21)6-10(20)7-16(14)22/h2-4,6-8H,5H2,1H3,(H,24,25)(H,26,27)/b23-8+

Standard InChI Key:  PTXVZDVVLOIDIE-LIMNOBDPSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    4.0612  -17.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601  -17.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681  -18.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752  -17.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750  -17.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664  -16.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2578  -16.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7432  -17.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2582  -18.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300  -17.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5308  -16.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7446  -16.0990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906  -17.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1043  -18.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375  -17.3317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5981  -17.8127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3450  -17.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0056  -17.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9159  -18.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5757  -19.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3236  -18.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4077  -18.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7470  -17.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521  -18.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447  -17.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8288  -16.8136    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9848  -19.4012    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1682  -19.1015    0.0000 F   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
 23 26  1  0
 21 27  1  0
 19 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546126

   ---

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: 386.33

Molecular Weight (Monoisotopic): 386.0991

AlogP: 3.17

#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: 6.58

CX Basic pKa: 0.38

CX LogP: 3.61

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

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