N-(4-(5-cyano-1-methyl-1H-pyrrol-2-yl)-3,5-difluorophenyl)ethanesulfonamide

ID: ALA2203836

PubChem CID: 16051364

Max Phase: Preclinical

Molecular Formula: C14H13F2N3O2S

Molecular Weight: 325.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1cc(F)c(-c2ccc(C#N)n2C)c(F)c1

Standard InChI:  InChI=1S/C14H13F2N3O2S/c1-3-22(20,21)18-9-6-11(15)14(12(16)7-9)13-5-4-10(8-17)19(13)2/h4-7,18H,3H2,1-2H3

Standard InChI Key:  YSIQBSLZQKNAIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   17.7966  -14.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2093  -15.2625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6177  -14.5501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3808  -14.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3796  -15.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0877  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7973  -15.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7945  -14.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0859  -14.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5057  -15.6759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6774  -14.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6946  -13.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9229  -12.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4287  -13.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8950  -14.2774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6262  -15.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6150  -13.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7980  -13.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9211  -15.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6289  -15.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0834  -13.2233    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6716  -15.6770    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  4 11  1  0
 15 16  1  0
 17 18  3  0
 14 17  1  0
 10  2  1  0
  2 19  1  0
 19 20  1  0
  9 21  1  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2203836

   N-[4-(5-cyano-1-methylpyrrol-2-yl)-3,5-difluorophenyl]ethanesulfonamide

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: 325.34

Molecular Weight (Monoisotopic): 325.0697

AlogP: 2.60

#Rotatable Bonds: 4

Polar Surface Area: 74.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: -1.64

References

1. McComas C, Cohen J, Huselton C, Marella M, Melenski E, Mugford C, Slayden O, Winneker R, Wrobel J, Yudt MR, Fensome A..  (2012)  Novel progesterone receptor modulators: 4-aryl-phenylsulfonamides.,  22  (23): [PMID:23079530] [10.1016/j.bmcl.2012.09.077]

Source

Source(1):

• Scientific Literature