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

ID: ALA4279772

PubChem CID: 145980094

Max Phase: Preclinical

Molecular Formula: C26H25FN4O4S

Molecular Weight: 508.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2ccc(C(C)(C)C(=O)Nc3cc(C#N)ccn3)c(F)c2)cc1

Standard InChI:  InChI=1S/C26H25FN4O4S/c1-4-36(34,35)20-8-5-17(6-9-20)14-24(32)30-19-7-10-21(22(27)15-19)26(2,3)25(33)31-23-13-18(16-28)11-12-29-23/h5-13,15H,4,14H2,1-3H3,(H,30,32)(H,29,31,33)

Standard InChI Key:  DUHFUKXNEHGMID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.7963  -18.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5020  -18.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4577  -17.8420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3816  -18.5606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9667  -18.5592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6763  -19.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2037  -17.7388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9818  -21.8259    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 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 12 34  1  0
 35 36  3  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4279772

   ---

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: 508.58

Molecular Weight (Monoisotopic): 508.1581

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 129.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.80

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.47

Np Likeness Score: -1.89

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