2-(1-(6-methyl-1-tosyl-1H-indol-3-yl)hexylidene)hydrazinecarboximidamide

ID: ALA1289469

PubChem CID: 52950014

Max Phase: Preclinical

Molecular Formula: C23H29N5O2S

Molecular Weight: 439.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C(=N\NC(=N)N)c1cn(S(=O)(=O)c2ccc(C)cc2)c2cc(C)ccc12

Standard InChI:  InChI=1S/C23H29N5O2S/c1-4-5-6-7-21(26-27-23(24)25)20-15-28(22-14-17(3)10-13-19(20)22)31(29,30)18-11-8-16(2)9-12-18/h8-15H,4-7H2,1-3H3,(H4,24,25,27)/b26-21+

Standard InChI Key:  GGICNQYNJYQTSZ-YYADALCUSA-N

Molfile:  

     RDKit          2D

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   21.9444  -22.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9432  -23.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6622  -24.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.3716  -22.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3723  -23.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1556  -23.8694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6376  -23.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1561  -22.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4110  -24.6567    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.1958  -24.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6208  -24.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8060  -24.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5903  -24.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7629  -23.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1451  -23.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.4146  -21.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8653  -21.1374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1238  -20.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5745  -19.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8330  -18.9549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7668  -19.9062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2290  -24.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5473  -23.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2223  -21.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7716  -22.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5793  -22.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1286  -22.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9364  -22.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
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  7  8  1  0
 17 18  2  0
 18 11  1  0
  8  9  2  0
  9 19  1  0
  9  5  1  0
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  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
  2 25  1  0
 10 12  2  0
 16 26  1  0
  2  3  1  0
 19 27  1  0
 10 13  2  0
 27 28  1  0
  3  6  2  0
 28 29  1  0
 11 14  2  0
 29 30  1  0
  1  2  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1289469

   2-[(E)-1-[6-methyl-1-(4-methylphenyl)sulfonylindol-3-yl]hexylideneamino]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: 439.59

Molecular Weight (Monoisotopic): 439.2042

AlogP: 4.26

#Rotatable Bonds: 8

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: 6.64

CX LogP: 4.90

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.21

Np Likeness Score: -0.95

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