2-((4-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)methylene)hydrazinecarboximidamide

ID: ALA1290445

PubChem CID: 52950116

Max Phase: Preclinical

Molecular Formula: C17H17N5O2S

Molecular Weight: 355.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c1c(/C=N/NC(=N)N)cn2S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C17H17N5O2S/c1-12-6-5-9-15-16(12)13(10-20-21-17(18)19)11-22(15)25(23,24)14-7-3-2-4-8-14/h2-11H,1H3,(H4,18,19,21)/b20-10+

Standard InChI Key:  KYJJINPOLMJGMP-KEBDBYFISA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.0414   -0.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0403   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7594   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7576    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4689   -0.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4695   -0.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2529   -1.2070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7349   -0.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2534    0.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5083   -1.9944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2932   -1.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7181   -2.2460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598   -2.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9035   -2.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6877   -2.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8603   -1.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2425   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4606   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119    0.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9626    1.5252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2210    2.3088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6718    2.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9302    3.7079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8639    2.7565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7572    1.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  2  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
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1290445

   2-[(E)-[1-(benzenesulfonyl)-4-methylindol-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: 355.42

Molecular Weight (Monoisotopic): 355.1103

AlogP: 2.00

#Rotatable Bonds: 4

Polar Surface Area: 113.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.65

CX LogP: 2.51

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -1.38

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