N-(2,4-difluorophenyl)-2-(4-(2-(4-(ethylsulfonyl)phenyl)acetamido)-2-fluorophenyl)-2-methylpropanamide

ID: ALA4287674

Cas Number: 2068119-11-7

PubChem CID: 137796283

Product Number: S648830, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H25F3N2O4S

Molecular Weight: 518.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(C(C)(C)C(=O)Nc3ccc(F)cc3F)c(F)c2)cc1

Standard InChI:  InChI=1S/C26H25F3N2O4S/c1-4-36(34,35)19-9-5-16(6-10-19)13-24(32)30-18-8-11-20(21(28)15-18)26(2,3)25(33)31-23-12-7-17(27)14-22(23)29/h5-12,14-15H,4,13H2,1-3H3,(H,30,32)(H,31,33)

Standard InChI Key:  DZUAIKQCQQBQJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   36.1463  -10.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1504  -11.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8560  -11.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8117  -11.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2245  -11.7956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.6329  -11.0832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8589  -12.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8577  -13.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5658  -13.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2754  -13.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2726  -12.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5640  -11.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9838  -13.4390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6908  -13.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3992  -13.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6896  -12.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1063  -13.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.8057  -11.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1021  -12.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9345  -12.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6410  -11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4434  -12.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7356  -11.8043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4436  -13.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0280  -12.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3207  -11.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6136  -12.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6134  -13.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3261  -13.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0304  -13.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9063  -13.4388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5578  -10.9826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3216  -10.9857    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12  7  1  0
 10 13  1  0
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 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20  5  1  0
  5 23  1  0
 23 24  1  0
  7  2  1  0
  2 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
 12 35  1  0
 29 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4287674

   S18-000003

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: 518.56

Molecular Weight (Monoisotopic): 518.1487

AlogP: 5.00

#Rotatable Bonds: 8

Polar Surface Area: 92.34

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.77

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.44

Np Likeness Score: -1.87

References

1. Sasaki Y, Odan M, Yamamoto S, Kida S, Ueyama A, Shimizu M, Haruna T, Watanabe A, Okuno T..  (2018)  Discovery of a potent orally bioavailable retinoic acid receptor-related orphan receptor-gamma-t (RORγt) inhibitor, S18-000003.,  28  (22): [PMID:30301676] [10.1016/j.bmcl.2018.09.032]

Source

Source(1):

• Scientific Literature