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

ID: ALA4290041

PubChem CID: 145987785

Max Phase: Preclinical

Molecular Formula: C26H26F2N2O4S

Molecular Weight: 500.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(C(C)(C)C(=O)Nc3ccc(F)cc3)c(F)c2)cc1

Standard InChI:  InChI=1S/C26H26F2N2O4S/c1-4-35(33,34)21-12-5-17(6-13-21)15-24(31)29-20-11-14-22(23(28)16-20)26(2,3)25(32)30-19-9-7-18(27)8-10-19/h5-14,16H,4,15H2,1-3H3,(H,29,31)(H,30,32)

Standard InChI Key:  JCIWZUTVGHDCLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   20.9663  -11.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9704  -12.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6761  -11.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6318  -11.3581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0445  -12.0680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.4529  -11.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6789  -12.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6778  -13.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3858  -13.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0955  -13.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0926  -12.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3840  -12.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8038  -13.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5109  -13.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2192  -13.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5096  -12.4845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9263  -13.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6334  -13.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3399  -13.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3391  -12.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6258  -12.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9221  -12.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7545  -12.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4610  -12.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2635  -12.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5557  -12.0767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2637  -13.3024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8481  -12.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1408  -12.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4337  -12.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4334  -13.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1462  -13.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8504  -13.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7264  -13.7112    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.3778  -11.2550    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
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4290041

   ---

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: 500.57

Molecular Weight (Monoisotopic): 500.1581

AlogP: 4.86

#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: 13.31

CX Basic pKa: ┄

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: -1.72

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