(S)-4-butyl-3-phenethyl-1-(4-((S)-2-propyl-4,5-dihydro-1H-imidazol-4-yl)butyl)imidazolidine-2-thione

ID: ALA4093723

PubChem CID: 137656343

Max Phase: Preclinical

Molecular Formula: C25H40N4S

Molecular Weight: 428.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H]1CN(CCCC[C@H]2CNC(CCC)=N2)C(=S)N1CCc1ccccc1

Standard InChI:  InChI=1S/C25H40N4S/c1-3-5-15-23-20-28(17-10-9-14-22-19-26-24(27-22)11-4-2)25(30)29(23)18-16-21-12-7-6-8-13-21/h6-8,12-13,22-23H,3-5,9-11,14-20H2,1-2H3,(H,26,27)/t22-,23-/m0/s1

Standard InChI Key:  QDOFYGLGUUDAKX-GOTSBHOMSA-N

Molfile:  

     RDKit          2D

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   19.0246  -21.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0795  -20.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3028  -19.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0532  -19.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2360  -19.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9819  -19.9406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6422  -20.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6412  -21.2393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.7569  -18.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5980  -19.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9696  -22.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2220  -23.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0392  -23.0785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2932  -22.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6330  -21.8203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0709  -22.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8149  -19.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2423  -21.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0199  -21.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2122  -19.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4297  -19.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2525  -20.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8640  -20.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6442  -20.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7312  -17.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1268  -16.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  1  0
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  5  6  1  0
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  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  1  1
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  8 13  1  0
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 15  1  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
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 14 21  1  0
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 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 21  1  0
 12 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093723

   ---

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: 428.69

Molecular Weight (Monoisotopic): 428.2974

AlogP: 5.03

#Rotatable Bonds: 13

Polar Surface Area: 30.87

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.47

CX LogP: 5.52

CX LogD: 3.19

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: -0.14

References

1. Nefzi A, Marconi GD, Ortiz MA, Davis JC, Piedrafita FJ..  (2017)  Synthesis of dihydroimidazole tethered imidazolinethiones and their activity as novel antagonists of the nuclear retinoic acid receptor-related orphan receptors (RORs).,  27  (7): [PMID:28242276] [10.1016/j.bmcl.2017.02.014]

Source

Source(1):

• Scientific Literature