SID173028051

ID: ALA3561545

PubChem CID: 24382981

Max Phase: Preclinical

Molecular Formula: C22H21FN2O2S

Molecular Weight: 396.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(SCC(=O)c2cc(C)n(-c3cccc(F)c3)c2C)cc1

Standard InChI:  InChI=1S/C22H21FN2O2S/c1-14-11-21(15(2)25(14)19-6-4-5-17(23)12-19)22(27)13-28-20-9-7-18(8-10-20)24-16(3)26/h4-12H,13H2,1-3H3,(H,24,26)

Standard InChI Key:  JOIHRJCYZWQSEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -0.6388    1.0981    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0470   -1.6894    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016    1.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2316    1.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6599   -0.1230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195   -0.0845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4137    0.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837   -0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -0.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7726    0.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    0.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5063    1.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024    0.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6771   -0.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    0.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4090    0.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -0.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9494    0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0501    1.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -0.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    1.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -0.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3606    0.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    0.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0
  1 20  1  0
  2 18  1  0
  3 12  2  0
  4 27  2  0
  5  7  1  0
  5  9  1  0
  5 10  1  0
  6 22  1  0
  6 27  1  0
  7  8  2  0
  7 15  1  0
  8 11  1  0
  8 12  1  0
  9 11  2  0
  9 17  1  0
 10 13  2  0
 10 14  1  0
 12 16  1  0
 13 18  1  0
 14 19  2  0
 18 21  2  0
 19 21  1  0
 20 23  2  0
 20 24  1  0
 22 25  2  0
 22 26  1  0
 23 25  1  0
 24 26  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3561545

   N-[4-[2-[1-(3-fluorophenyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanylphenyl]acetamide

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: 396.49

Molecular Weight (Monoisotopic): 396.1308

AlogP: 5.17

#Rotatable Bonds: 6

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.93

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -2.44

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays