N-[4-(4-Bromophenyl)thiazol-2-yl]-N'-[2-ethyl-6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene]hydrazine

ID: ALA4461037

PubChem CID: 155528459

Max Phase: Preclinical

Molecular Formula: C22H16BrN7O2S2

Molecular Weight: 554.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nn2c(/C=N/N=c3/[nH]c(-c4ccc(Br)cc4)cs3)c(-c3ccc([N+](=O)[O-])cc3)nc2s1

Standard InChI:  InChI=1S/C22H16BrN7O2S2/c1-2-19-28-29-18(20(26-22(29)34-19)14-5-9-16(10-6-14)30(31)32)11-24-27-21-25-17(12-33-21)13-3-7-15(23)8-4-13/h3-12H,2H2,1H3,(H,25,27)/b24-11+

Standard InChI Key:  NFWYNLQQGATWFS-BHGWPJFGSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    8.4931  -24.3298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4747  -22.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0029  -23.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2672  -23.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2764  -24.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0661  -24.3106    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5467  -23.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0513  -22.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1805  -23.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557  -22.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294  -22.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5271  -23.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9528  -24.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7777  -24.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2087  -22.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3972  -22.0468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1311  -21.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3239  -21.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9781  -20.3595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609  -20.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006  -21.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7187  -21.6655    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3696  -23.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7890  -24.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039  -19.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8493  -19.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2913  -18.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878  -18.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2452  -19.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8049  -20.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282  -18.0426    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.7015  -23.7154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009  -24.4343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792  -23.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  4  2  1  0
  2  3  2  0
  3  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  9 10  2  0
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 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  3  9  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
  7 23  1  0
 23 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 20 25  1  0
 28 31  1  0
 32 33  2  0
 32 34  1  0
 12 32  1  0
M  CHG  2  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4461037

   ---

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: 554.46

Molecular Weight (Monoisotopic): 552.9990

AlogP: 5.68

#Rotatable Bonds: 6

Polar Surface Area: 113.84

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.62

CX Basic pKa: 2.96

CX LogP: 5.82

CX LogD: 5.80

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: -2.07

References

1. Kryshchyshyn A, Kaminskyy D, Karpenko O, Gzella A, Grellier P, Lesyk R..  (2019)  Thiazolidinone/thiazole based hybrids - New class of antitrypanosomal agents.,  174  [PMID:31051403] [10.1016/j.ejmech.2019.04.052]

Source

Source(1):

• Scientific Literature