2-((5-cyano-1-(phenylsulfonyl)-1H-indol-3-yl)methylene)hydrazinecarboximidamide

ID: ALA1290551

PubChem CID: 52941370

Max Phase: Preclinical

Molecular Formula: C17H14N6O2S

Molecular Weight: 366.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2c(c1)c(/C=N/NC(=N)N)cn2S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C17H14N6O2S/c18-9-12-6-7-16-15(8-12)13(10-21-22-17(19)20)11-23(16)26(24,25)14-4-2-1-3-5-14/h1-8,10-11H,(H4,19,20,22)/b21-10+

Standard InChI Key:  ANOMBGOYHRVQNX-UFFVCSGVSA-N

Molfile:  

     RDKit          2D

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   -4.1487   -8.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4297   -9.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4315   -7.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202   -8.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7196   -8.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362   -9.2077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542   -8.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9357   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808   -9.9950    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -9.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710  -10.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293  -10.7801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856  -10.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986  -10.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713   -9.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -8.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7285   -8.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -7.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265   -6.4754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9681   -5.6919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5173   -5.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2589   -4.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3252   -5.2441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8617   -7.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5806   -7.3048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 13  2  0
  3  6  2  0
 11 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 11  1  0
  8  9  2  0
  9 19  1  0
  9  5  1  0
 19 20  2  0
  4  1  1  0
 20 21  1  0
  7 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 10 11  1  0
 22 24  1  0
  1 25  1  0
 10 12  2  0
 25 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1290551

   2-[(E)-[1-(benzenesulfonyl)-5-cyanoindol-3-yl]methylideneamino]guanidine

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: 366.41

Molecular Weight (Monoisotopic): 366.0899

AlogP: 1.57

#Rotatable Bonds: 4

Polar Surface Area: 137.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 1.85

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -1.83

References

1. Xu H, Wang YY..  (2010)  Antifungal agents. Part 5: synthesis and antifungal activities of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles.,  20  (24): [PMID:21067926] [10.1016/j.bmcl.2010.10.084]

Source

Source(1):

• Scientific Literature