4-[3-(4-Methylphenyl)-5-oxo-4-propyl-2-thioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrile

ID: ALA1086578

PubChem CID: 46889900

Max Phase: Preclinical

Molecular Formula: C21H18F3N3OS

Molecular Weight: 417.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1C(=O)N(c2ccc(C#N)c(C(F)(F)F)c2)C(=S)N1c1ccc(C)cc1

Standard InChI:  InChI=1S/C21H18F3N3OS/c1-3-4-18-19(28)27(20(29)26(18)15-8-5-13(2)6-9-15)16-10-7-14(12-25)17(11-16)21(22,23)24/h5-11,18H,3-4H2,1-2H3

Standard InChI Key:  QXZFJKVKRATIPW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.9028   -4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4778   -3.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7277   -4.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6641   -6.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9259   -7.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  3  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1086578

   4-[3-(4-Methylphenyl)-5-oxo-4-propyl-2-sulfanylideneimidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile

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: 417.46

Molecular Weight (Monoisotopic): 417.1123

AlogP: 5.19

#Rotatable Bonds: 4

Polar Surface Area: 47.34

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.95

CX Basic pKa: ┄

CX LogP: 5.99

CX LogD: 5.99

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.33

References

1. Jung ME, Ouk S, Yoo D, Sawyers CL, Chen C, Tran C, Wongvipat J..  (2010)  Structure-activity relationship for thiohydantoin androgen receptor antagonists for castration-resistant prostate cancer (CRPC).,  53  (7): [PMID:20218717] [10.1021/jm901488g]

Source

Source(1):

• Scientific Literature