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

ID: ALA4067157

PubChem CID: 137634168

Max Phase: Preclinical

Molecular Formula: C25H40N4S

Molecular Weight: 428.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1=N[C@@H](CCCCN2C[C@@H](C(C)(C)C)N(CCc3ccccc3)C2=S)CN1

Standard InChI:  InChI=1S/C25H40N4S/c1-5-11-23-26-18-21(27-23)14-9-10-16-28-19-22(25(2,3)4)29(24(28)30)17-15-20-12-7-6-8-13-20/h6-8,12-13,21-22H,5,9-11,14-19H2,1-4H3,(H,26,27)/t21-,22-/m0/s1

Standard InChI Key:  XYXDZATWEZKNKQ-VXKWHMMOSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   13.3268  -25.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9088  -24.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1174  -24.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0237  -26.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460  -25.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6398  -26.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8566  -26.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2533  -26.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4743  -26.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2124  -25.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3952  -25.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1482  -26.3894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8128  -26.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8187  -27.6820    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.2372  -24.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3729  -26.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2088  -27.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4334  -27.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8248  -27.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0500  -27.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8853  -28.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5014  -28.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2738  -28.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2795  -26.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0967  -26.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3478  -26.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6857  -25.5407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1245  -25.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7328  -26.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5095  -26.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 13 14  2  0
 11  2  1  6
  2 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27  4  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067157

   ---

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: 4.89

#Rotatable Bonds: 10

Polar Surface Area: 30.87

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.47

CX LogP: 5.37

CX LogD: 3.04

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -0.30

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