4-((8-mesityl-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-3-yl)methyl)thiomorpholine

ID: ALA1087174

PubChem CID: 21916155

Max Phase: Preclinical

Molecular Formula: C21H27F3N4S

Molecular Weight: 424.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(N2CCCn3c2nc(C(F)(F)F)c3CN2CCSCC2)c(C)c1

Standard InChI:  InChI=1S/C21H27F3N4S/c1-14-11-15(2)18(16(3)12-14)28-6-4-5-27-17(13-26-7-9-29-10-8-26)19(21(22,23)24)25-20(27)28/h11-12H,4-10,13H2,1-3H3

Standard InChI Key:  FUAHPNKYVNJRPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.0890   -9.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1053   -8.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4017   -8.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -9.6413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6653   -9.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6773   -8.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8943   -8.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4013   -8.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3182  -12.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0432  -11.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1724   -8.2408    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1553   -9.6697    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7487   -8.9409    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8948   -6.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1665   -5.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4691   -6.4316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5048   -7.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2378   -7.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 12  1  0
  7  4  1  0
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  6  1  1  0
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 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087174

   4-((8-Mesityl-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-3-yl)methyl)thiomorpholine

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: 424.54

Molecular Weight (Monoisotopic): 424.1909

AlogP: 4.92

#Rotatable Bonds: 3

Polar Surface Area: 24.30

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.01

CX LogP: 5.34

CX LogD: 5.32

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.53

References

1. Vrudhula VM, Dasgupta B, Pin SS, Burris KD, Balanda LA, Fung LK, Fiedler T, Browman KE, Taber MT, Zhang J, Macor JE, Dubowchik GM..  (2010)  Design, synthesis and evaluation of constrained tetrahydroimidazopyrimidine derivatives as antagonists of corticotropin-releasing factor type 1 receptor (CRF1R).,  20  (6): [PMID:20185312] [10.1016/j.bmcl.2010.01.127]

Source

Source(1):

• Scientific Literature