2-([1,4'-Bipiperidin]-1'-yl)-5-(1-methyl-5-nitro-1H-imidazol-2-yl)-1,3,4-thiadiazole

ID: ALA4474468

PubChem CID: 155511931

Max Phase: Preclinical

Molecular Formula: C16H23N7O2S

Molecular Weight: 377.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1-c1nnc(N2CCC(N3CCCCC3)CC2)s1

Standard InChI:  InChI=1S/C16H23N7O2S/c1-20-13(23(24)25)11-17-14(20)15-18-19-16(26-15)22-9-5-12(6-10-22)21-7-3-2-4-8-21/h11-12H,2-10H2,1H3

Standard InChI Key:  CPSYFPCSSSCECA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.2154   -5.1714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2154   -5.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9207   -6.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6260   -5.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6260   -5.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9207   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5065   -4.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5072   -3.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8023   -3.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934   -3.9498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0939   -4.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8032   -5.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3822   -3.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3868   -2.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6090   -2.4658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1236   -3.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6016   -3.7914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.3064   -3.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8339   -2.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0553   -2.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0508   -3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8266   -3.7802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3395   -3.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6358   -3.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3315   -4.7421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0765   -4.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 22 26  1  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4474468

   ---

2. Parent:

   

   ALA4474468

   ---

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: 377.47

Molecular Weight (Monoisotopic): 377.1634

AlogP: 2.30

#Rotatable Bonds: 4

Polar Surface Area: 93.22

Molecular Species: BASE

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 1.95

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.63

References

1. Mojallal-Tabatabaei Z, Foroumadi P, Toolabi M, Goli F, Moghimi S, Kaboudanian-Ardestani S, Foroumadi A..  (2019)  2-(Bipiperidin-1-yl)-5-(nitroaryl)-1,3,4-thiadiazoles: Synthesis, evaluation of in vitro leishmanicidal activity, and mechanism of action.,  27  (16): [PMID:31300318] [10.1016/j.bmc.2019.07.009]

Source

Source(1):

• Scientific Literature