amino(2-(4-cyanobenzylidene)hydrazinyl)methaniminium chloride

ID: ALA2346957

PubChem CID: 71720800

Max Phase: Preclinical

Molecular Formula: C9H10ClN5

Molecular Weight: 187.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Amino(2-(4-Cyanobenzylidene)Hydrazinyl)Methaniminium Chloride | CHEMBL2346957|Amino(2-(4-Cyanobenzylidene)Hydrazinyl)Methaniminium Chloride|BDBM50490865

Canonical SMILES:  Cl.N#Cc1ccc(/C=N/NC(=N)N)cc1

Standard InChI:  InChI=1S/C9H9N5.ClH/c10-5-7-1-3-8(4-2-7)6-13-14-9(11)12;/h1-4,6H,(H4,11,12,14);1H/b13-6+;

Standard InChI Key:  KSPMYRYFPLBEKN-AWFSDRIXSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    8.7291  -17.3261    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6730  -16.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6719  -17.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3799  -17.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0896  -17.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868  -16.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781  -15.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7979  -17.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5050  -17.2184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2134  -17.6259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9204  -17.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6288  -17.6237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9191  -16.3990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618  -15.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540  -15.5829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 14 15  3  0
  2 14  1  0
M  END

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: 187.21

Molecular Weight (Monoisotopic): 187.0858

AlogP: 0.38

#Rotatable Bonds: 2

Polar Surface Area: 98.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 0.82

CX LogD: -0.22

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.35

Np Likeness Score: -1.85

References

1. Ring JR, Zheng F, Haubner AJ, Littleton JM, Crooks PA..  (2013)  Improving the inhibitory activity of arylidenaminoguanidine compounds at the N-methyl-D-aspartate receptor complex from a recursive computational-experimental structure-activity relationship study.,  21  (7): [PMID:23465801] [10.1016/j.bmc.2013.01.051]

2. Kim SH, Semenya D, Castagnolo D..  (2021)  Antimicrobial drugs bearing guanidine moieties: A review.,  216  [PMID:33640673] [10.1016/j.ejmech.2021.113293]

Source

Source(1):

• Scientific Literature