3-((4-Hydroxyphenylamino)-4-(2-(trifluoromethyl)phenyl)-1H-pyrrole-2,5-dione

ID: ALA4876241

PubChem CID: 164626363

Max Phase: Preclinical

Molecular Formula: C17H11F3N2O3

Molecular Weight: 348.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2ccccc2C(F)(F)F)=C1Nc1ccc(O)cc1

Standard InChI:  InChI=1S/C17H11F3N2O3/c18-17(19,20)12-4-2-1-3-11(12)13-14(16(25)22-15(13)24)21-9-5-7-10(23)8-6-9/h1-8,23H,(H2,21,22,24,25)

Standard InChI Key:  IFMZEAZJVSSENT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.6385   -1.5931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -2.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483   -1.9981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801   -2.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0973   -2.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3517   -1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887   -1.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -3.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363   -3.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -3.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044   -4.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8269   -4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -3.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769   -3.1123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953   -3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6078   -3.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0150   -3.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6036   -2.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7924   -2.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292   -1.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -1.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -2.3926    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8322   -3.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  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
  9  4  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  6 22  2  0
  8 23  2  0
 10  2  1  0
  2 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876241

   ---

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: 348.28

Molecular Weight (Monoisotopic): 348.0722

AlogP: 2.89

#Rotatable Bonds: 3

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.64

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.28

References

1. Serafim RAM, Sorrell FJ, Berger BT, Collins RJ, Vasconcelos SNS, Massirer KB, Knapp S, Bennett J, Fedorov O, Patel H, Zuercher WJ, Elkins JM..  (2021)  Discovery of a Potent Dual SLK/STK10 Inhibitor Based on a Maleimide Scaffold.,  64  (18.0): [PMID:34463505] [10.1021/acs.jmedchem.0c01579]

Source

Source(1):

• Scientific Literature