2-(1-((1-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-oxoindolin-3-ylidene)hydrazinecarbothioamide

ID: ALA4871319

PubChem CID: 164619860

Max Phase: Preclinical

Molecular Formula: C18H18N10O3S

Molecular Weight: 454.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCn1cc(CN2C(=O)/C(=N\NC(N)=S)c3ccccc32)nn1

Standard InChI:  InChI=1S/C18H18N10O3S/c1-11-20-8-15(28(30)31)26(11)7-6-25-9-12(21-24-25)10-27-14-5-3-2-4-13(14)16(17(27)29)22-23-18(19)32/h2-5,8-9H,6-7,10H2,1H3,(H3,19,23,32)/b22-16-

Standard InChI Key:  KOSHYMFQKBVLFZ-JWGURIENSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   18.2863   -6.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2852   -7.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9932   -7.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9914   -6.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7001   -6.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7049   -7.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4849   -7.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9622   -7.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4771   -6.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7794   -7.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1883   -8.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1827   -8.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5204   -9.4444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7676  -10.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5848  -10.2289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8426   -9.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2870  -10.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9954  -10.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7025  -10.6382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7886  -11.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5877  -11.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9975  -10.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4516  -10.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1813  -11.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6209   -9.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0134   -8.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3980   -9.2468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4711   -5.5965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1757   -5.1827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1696   -4.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8743   -3.9517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4589   -3.9622    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 20 24  1  0
 25 26  2  0
 25 27  1  0
 23 25  1  0
  9 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4871319

   ---

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: 454.48

Molecular Weight (Monoisotopic): 454.1284

AlogP: 0.48

#Rotatable Bonds: 7

Polar Surface Area: 162.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.49

CX Basic pKa: 3.04

CX LogP: 0.71

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -2.28

References

1. Patel OPS, Jesumoroti OJ, Legoabe LJ, Beteck RM..  (2021)  Metronidazole-conjugates: A comprehensive review of recent developments towards synthesis and medicinal perspective.,  210  [PMID:33234343] [10.1016/j.ejmech.2020.112994]

Source

Source(1):

• Scientific Literature