N-(1-[4-(Ethylsulfonyl)phenyl]-2-{[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]amino}-2-oxoethyl)-3-phenylpropanamide

ID: ALA4475033

PubChem CID: 155537626

Max Phase: Preclinical

Molecular Formula: C28H26F6N2O5S

Molecular Weight: 616.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(C(NC(=O)CCc2ccccc2)C(=O)Nc2ccc(C(O)(C(F)(F)F)C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C28H26F6N2O5S/c1-2-42(40,41)22-15-9-19(10-16-22)24(36-23(37)17-8-18-6-4-3-5-7-18)25(38)35-21-13-11-20(12-14-21)26(39,27(29,30)31)28(32,33)34/h3-7,9-16,24,39H,2,8,17H2,1H3,(H,35,38)(H,36,37)

Standard InChI Key:  PQFJZLIBNHRYQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 42 44  0  0  0  0  0  0  0  0999 V2000
   21.8503  -17.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2694  -17.8926    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.6799  -17.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2773  -19.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9881  -19.5479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7031  -19.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4190  -19.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7022  -18.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1300  -19.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8434  -19.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5579  -19.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5574  -18.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8364  -17.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1248  -18.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9885  -18.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7029  -17.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2779  -18.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5681  -17.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8574  -18.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8610  -19.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5713  -19.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1409  -17.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1389  -17.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4264  -18.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4203  -17.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7140  -17.9164    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4284  -19.1551    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7109  -18.7348    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8534  -16.6749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4224  -16.6784    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.1338  -16.2581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4199  -20.3718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1318  -20.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1327  -21.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8469  -20.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8487  -22.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8496  -22.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1335  -23.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1341  -24.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8506  -24.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5680  -24.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5640  -23.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12  2  1  0
  2 15  1  0
 15 16  1  0
  4 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 24 26  1  0
 24 27  1  0
 24 28  1  0
 23 29  1  0
 23 30  1  0
 23 31  1  0
  7 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475033

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 616.58

Molecular Weight (Monoisotopic): 616.1467

AlogP: 5.22

#Rotatable Bonds: 10

Polar Surface Area: 112.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -1.15

References

1. von Berg S, Xue Y, Collins M, Llinas A, Olsson RI, Halvarsson T, Lindskog M, Malmberg J, Jirholt J, Krutrök N, Ramnegård M, Brännström M, Lundqvist A, Lepistö M, Aagaard A, McPheat J, Hansson EL, Chen R, Xiong Y, Hansson TG, Narjes F..  (2019)  Discovery of Potent and Orally Bioavailable Inverse Agonists of the Retinoic Acid Receptor-Related Orphan Receptor C2.,  10  (6): [PMID:31223457] [10.1021/acsmedchemlett.9b00158]

Source

Source(1):

• Scientific Literature