SID14737490

ID: ALA1567514

PubChem CID: 9551043

Max Phase: Preclinical

Molecular Formula: C21H21F3N2O5S

Molecular Weight: 470.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1CCCN(S(=O)(=O)c2ccc(F)c(C(=O)Nc3ccc(F)c(F)c3)c2)C1

Standard InChI:  InChI=1S/C21H21F3N2O5S/c1-2-31-21(28)13-4-3-9-26(12-13)32(29,30)15-6-8-17(22)16(11-15)20(27)25-14-5-7-18(23)19(24)10-14/h5-8,10-11,13H,2-4,9,12H2,1H3,(H,25,27)

Standard InChI Key:  XDASKVNQUSJGAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.7328   -0.1452    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328    3.1548    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0196    3.1548    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0196    4.8048    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -0.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922   -0.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    1.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4106   -2.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -3.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328   -0.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1617    3.1548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328    0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472    1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472    1.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328    2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    1.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1617    2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7328   -2.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    3.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -2.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907    3.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051    3.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762    4.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3051    4.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907    4.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -2.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  1  6  2  0
  1 10  1  0
  1 12  1  0
  2 15  1  0
  3 27  1  0
  4 29  1  0
  7 18  2  0
  8 25  1  0
  8 31  1  0
  9 25  2  0
 10 17  1  0
 10 20  1  0
 11 18  1  0
 11 24  1  0
 12 14  1  0
 12 16  2  0
 13 14  2  0
 13 15  1  0
 13 18  1  0
 15 21  2  0
 16 21  1  0
 17 19  1  0
 19 22  1  0
 19 25  1  0
 20 23  1  0
 22 23  1  0
 24 26  1  0
 24 28  2  0
 26 27  2  0
 27 29  1  0
 28 30  1  0
 29 30  2  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1567514

   1-[3-[(3,4-Difluorophenyl)carbamoyl]-4-fluoro-phenyl]sulfonylnipecotic acid ethyl ester

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: 470.47

Molecular Weight (Monoisotopic): 470.1123

AlogP: 3.32

#Rotatable Bonds: 6

Polar Surface Area: 92.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.65

Np Likeness Score: -2.28

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays