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

ID: ALA1086362

PubChem CID: 46889901

Max Phase: Preclinical

Molecular Formula: C22H20F3N3OS

Molecular Weight: 431.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(CC)C(=O)N(c2ccc(C#N)c(C(F)(F)F)c2)C(=S)N1c1ccc(C)cc1

Standard InChI:  InChI=1S/C22H20F3N3OS/c1-4-21(5-2)19(29)27(20(30)28(21)16-9-6-14(3)7-10-16)17-11-8-15(13-26)18(12-17)22(23,24)25/h6-12H,4-5H2,1-3H3

Standard InChI Key:  MDNREXJSWLWGIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.0233   -9.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1086362

   4-[4,4-Diethyl-3-(4-methylphenyl)-5-oxo-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: 431.48

Molecular Weight (Monoisotopic): 431.1279

AlogP: 5.58

#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: ┄

CX Basic pKa: ┄

CX LogP: 6.50

CX LogD: 6.50

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -1.13

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