N-(4-fluorobenzyl)-1,3,6-trimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-sulfonamide

ID: ALA4284812

PubChem CID: 53092093

Max Phase: Preclinical

Molecular Formula: C17H18FN3O3S

Molecular Weight: 363.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1S(=O)(=O)NCc1ccc(F)cc1)n(C)c(=O)n2C

Standard InChI:  InChI=1S/C17H18FN3O3S/c1-11-8-14-15(21(3)17(22)20(14)2)9-16(11)25(23,24)19-10-12-4-6-13(18)7-5-12/h4-9,19H,10H2,1-3H3

Standard InChI Key:  HJRSXSGULYKETP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   17.8131   -2.7446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2258   -3.4545    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6343   -2.7421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1044   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8122   -3.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5199   -3.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3972   -3.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6900   -3.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6895   -4.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4022   -5.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1065   -4.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9824   -5.0912    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.9353   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9302   -4.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3521   -3.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6429   -3.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6431   -2.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3520   -4.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6383   -5.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8016   -5.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6163   -5.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9564   -5.2477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2494   -6.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7572   -5.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0187   -6.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  4  1  0
  9 12  1  0
  6  2  1  0
  2 13  1  0
 13 14  2  0
 14 19  1  0
 18 15  1  0
 15 16  2  0
 16 13  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 20 23  1  0
 22 24  1  0
 21 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4284812

   N-[(4-fluorophenyl)methyl]-1,3,6-trimethyl-2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-sulfonamide

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: 363.41

Molecular Weight (Monoisotopic): 363.1053

AlogP: 1.80

#Rotatable Bonds: 4

Polar Surface Area: 73.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.75

References

1. Marchand JR, Caflisch A..  (2018)  In silico fragment-based drug design with SEED.,  156  [PMID:30064119] [10.1016/j.ejmech.2018.07.042]

Source

Source(1):

• Scientific Literature