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

ID: ALA1290220

PubChem CID: 52942477

Max Phase: Preclinical

Molecular Formula: C16H15N5O2S

Molecular Weight: 341.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)N/N=C/c1cn(S(=O)(=O)c2ccccc2)c2ccccc12

Standard InChI:  InChI=1S/C16H15N5O2S/c17-16(18)20-19-10-12-11-21(15-9-5-4-8-14(12)15)24(22,23)13-6-2-1-3-7-13/h1-11H,(H4,17,18,20)/b19-10+

Standard InChI Key:  ICIGNBWLKWUJQY-VXLYETTFSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -4.6518   -0.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6530   -1.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339   -1.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357    0.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2245   -0.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404   -1.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585   -0.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4399   -0.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -2.2152    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4001   -1.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -2.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -3.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0055   -2.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671   -1.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507   -0.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2327   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814    0.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    1.3044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722    2.0880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0216    2.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7630    3.4871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8293    2.5356    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA1290220

   2-[(E)-[1-(benzenesulfonyl)indol-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: 341.40

Molecular Weight (Monoisotopic): 341.0946

AlogP: 1.70

#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: 6.79

CX LogP: 2.00

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: -1.49

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