SID49732677

ID: ALA1601924

PubChem CID: 2946110

Max Phase: Preclinical

Molecular Formula: C21H19FN2O2S

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=NCc2ccccc2)c2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C21H19FN2O2S/c1-16-7-13-20(14-8-16)27(25,26)24-21(18-9-11-19(22)12-10-18)23-15-17-5-3-2-4-6-17/h2-14H,15H2,1H3,(H,23,24)

Standard InChI Key:  LXYGNDSLCCEQQZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -1.0487    1.0759    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6211    0.6634    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237    1.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0487    1.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632    3.1384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0487    0.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632    2.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    1.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    2.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0487   -1.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -0.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9066    1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    3.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    0.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9066    1.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    4.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    4.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632    4.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0487   -2.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    5.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632    5.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    6.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1  5  1  0
  1  7  1  0
  2 17  1  0
  5  8  1  0
  6  8  2  3
  6 18  1  0
  7 10  2  0
  7 11  1  0
  8  9  1  0
  9 12  2  0
  9 13  1  0
 10 15  1  0
 11 16  2  0
 12 19  1  0
 13 20  2  0
 14 15  2  0
 14 16  1  0
 14 24  1  0
 17 19  2  0
 17 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 22 25  1  0
 23 26  2  0
 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1601924

   N''-benzyl-4-fluoro-N-tosyl-benzamidine

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: 382.46

Molecular Weight (Monoisotopic): 382.1151

AlogP: 4.06

#Rotatable Bonds: 5

Polar Surface Area: 58.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.02

CX Basic pKa: 0.79

CX LogP: 5.04

CX LogD: 5.04

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.20

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays