1-(1-(5-Bromo-1-(phenylsulfonyl)-1H-indol-3-yl)ethylidene)thiosemicarbazide

ID: ALA4534916

PubChem CID: 155549514

Max Phase: Preclinical

Molecular Formula: C17H15BrN4O2S2

Molecular Weight: 451.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N/NC(N)=S)c1cn(S(=O)(=O)c2ccccc2)c2ccc(Br)cc12

Standard InChI:  InChI=1S/C17H15BrN4O2S2/c1-11(20-21-17(19)25)15-10-22(16-8-7-12(18)9-14(15)16)26(23,24)13-5-3-2-4-6-13/h2-10H,1H3,(H3,19,21,25)/b20-11-

Standard InChI Key:  XHFCJCBVJSCHRH-JAIQZWGSSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.5234  -10.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159  -11.1476    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1055  -10.3541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794  -12.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782  -13.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863  -13.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5845  -11.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931  -12.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2979  -13.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0779  -13.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5553  -12.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702  -11.9266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1165  -10.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6634  -11.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4611  -11.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7097  -10.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1546  -10.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3590  -10.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350  -14.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1353  -14.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6786  -13.5816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4789  -13.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0221  -13.1364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359  -14.5226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917  -14.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702  -13.4152    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 12  2  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 19 25  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534916

   ---

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: 451.37

Molecular Weight (Monoisotopic): 449.9820

AlogP: 3.20

#Rotatable Bonds: 4

Polar Surface Area: 89.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.67

CX Basic pKa: 0.79

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -1.64

References

1. Song M, Wang S, Wang Z, Fu Z, Zhou S, Cheng H, Liang Z, Deng X..  (2019)  Synthesis, antimicrobial and cytotoxic activities, and molecular docking studies of N-arylsulfonylindoles containing an aminoguanidine, a semicarbazide, and a thiosemicarbazide moiety.,  166  [PMID:30685534] [10.1016/j.ejmech.2019.01.038]

Source

Source(1):

• Scientific Literature