5-[(4-Chlorobenzyl)sulfanyl]-1-(3,5-dinitrophenyl)-1H-tetrazole

ID: ALA4097436

PubChem CID: 137661777

Max Phase: Preclinical

Molecular Formula: C14H9ClN6O4S

Molecular Weight: 392.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(-n2nnnc2SCc2ccc(Cl)cc2)cc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C14H9ClN6O4S/c15-10-3-1-9(2-4-10)8-26-14-16-17-18-19(14)11-5-12(20(22)23)7-13(6-11)21(24)25/h1-7H,8H2

Standard InChI Key:  BHQJXZSFQKLODS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    2.7348  -10.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348  -11.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466  -12.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1584  -11.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1584  -10.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466  -10.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -9.7374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -9.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8552   -8.4758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -8.4758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813   -9.2571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890   -9.5096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005   -8.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2818   -9.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516  -10.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2330  -10.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8445   -9.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6745   -8.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932   -8.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6258   -9.9729    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8704  -12.2023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786  -11.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693  -13.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0252  -12.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262  -13.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3170  -11.7958    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
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 21 22  2  0
 21 23  1  0
  4 21  1  0
 24 25  2  0
 24 26  1  0
  2 24  1  0
M  CHG  4  21   1  23  -1  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4097436

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.78

Molecular Weight (Monoisotopic): 392.0095

AlogP: 3.42

#Rotatable Bonds: 6

Polar Surface Area: 129.88

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -2.53

References

1. Karabanovich G, Němeček J, Valášková L, Carazo A, Konečná K, Stolaříková J, Hrabálek A, Pavliš O, Pávek P, Vávrová K, Roh J, Klimešová V..  (2017)  S-substituted 3,5-dinitrophenyl 1,3,4-oxadiazole-2-thiols and tetrazole-5-thiols as highly efficient antitubercular agents.,  126  [PMID:27907875] [10.1016/j.ejmech.2016.11.041]

Source

Source(1):

• Scientific Literature