2-(4-(ethylsulfonyl)phenyl)-N-(4-(1-(isoindolin-2-yl)-2-methyl-1-oxopropan-2-yl)phenyl)acetamide

ID: ALA4278285

PubChem CID: 145980027

Max Phase: Preclinical

Molecular Formula: C28H30N2O4S

Molecular Weight: 490.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(C(C)(C)C(=O)N3Cc4ccccc4C3)cc2)cc1

Standard InChI:  InChI=1S/C28H30N2O4S/c1-4-35(33,34)25-15-9-20(10-16-25)17-26(31)29-24-13-11-23(12-14-24)28(2,3)27(32)30-18-21-7-5-6-8-22(21)19-30/h5-16H,4,17-19H2,1-3H3,(H,29,31)

Standard InChI Key:  HXLFKSOYXHHJCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   33.4760  -13.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1816  -12.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1373  -12.3817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5500  -13.0916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   32.0612  -13.1003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  5 23  1  0
 23 24  1  0
  7  2  1  0
  2 25  1  0
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 25 27  2  0
 26 28  1  0
 28 31  1  0
 29 26  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4278285

   ---

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: 490.63

Molecular Weight (Monoisotopic): 490.1926

AlogP: 4.48

#Rotatable Bonds: 7

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.53

Np Likeness Score: -1.58

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