N-carbamimidoyl-4-(4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)benzylideneamino)benzenesulfonamide

ID: ALA4870827

PubChem CID: 164624298

Max Phase: Preclinical

Molecular Formula: C20H21N7O5S

Molecular Weight: 471.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOc1ccc(/C=N\c2ccc(S(=O)(=O)NC(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C20H21N7O5S/c1-14-23-13-19(27(28)29)26(14)10-11-32-17-6-2-15(3-7-17)12-24-16-4-8-18(9-5-16)33(30,31)25-20(21)22/h2-9,12-13H,10-11H2,1H3,(H4,21,22,25)/b24-12-

Standard InChI Key:  CZDXMOVGCZWZDQ-MSXFZWOLSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    7.1773  -16.2613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9944  -16.2613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5858  -15.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599  -16.2612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229  -15.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1685  -15.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513  -15.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969  -15.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201  -16.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2046  -16.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8127  -15.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3733  -16.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599  -17.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676  -17.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676  -18.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1753  -18.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728  -19.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8797  -19.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884  -19.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5857  -18.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783  -18.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2966  -19.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0038  -19.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0027  -18.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7094  -18.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7087  -17.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9999  -17.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2904  -17.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946  -18.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7043  -15.8532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059  -15.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4143  -14.6288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9989  -14.6261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  7  8  2  0
  5  6  2  0
  4  5  1  0
  6  7  1  0
  8  4  1  0
  8  9  1  0
 10 11  2  0
 10 12  1  0
  5 10  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27  2  1  0
  2 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4870827

   ---

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: 471.50

Molecular Weight (Monoisotopic): 471.1325

AlogP: 2.10

#Rotatable Bonds: 9

Polar Surface Area: 178.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.75

CX Basic pKa: 6.34

CX LogP: 2.08

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: -1.64

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