3,3,3-trifluoro-N-((8-mesityl-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-3-yl)methyl)-N-propylpropan-1-amine

ID: ALA1087804

PubChem CID: 21916183

Max Phase: Preclinical

Molecular Formula: C23H30F6N4

Molecular Weight: 476.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC(F)(F)F)Cc1c(C(F)(F)F)nc2n1CCCN2c1c(C)cc(C)cc1C

Standard InChI:  InChI=1S/C23H30F6N4/c1-5-8-31(11-7-22(24,25)26)14-18-20(23(27,28)29)30-21-32(18)9-6-10-33(21)19-16(3)12-15(2)13-17(19)4/h12-13H,5-11,14H2,1-4H3

Standard InChI Key:  CACXETVRFTWKFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.9899   -1.5877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7098   -1.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7262   -0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0225    0.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968   -1.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2861   -1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2981   -0.3390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5151   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0221   -0.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    0.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5486    1.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9736   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2490   -2.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2324   -3.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -4.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640   -3.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6771   -2.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3984   -2.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9239   -4.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1254    0.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932   -0.0075    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761   -1.4364    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696   -0.7076    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093    1.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    1.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2032    2.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1639    3.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226    1.7719    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742    1.0766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792    1.7833    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 10  1  0
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  6  7  1  0
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  7  4  1  0
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  6  1  1  0
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  2  3  1  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087804

   3,3,3-trifluoro-N-((8-mesityl-2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-3-yl)methyl)-N-propylpropan-1-amine

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: 476.51

Molecular Weight (Monoisotopic): 476.2375

AlogP: 6.53

#Rotatable Bonds: 7

Polar Surface Area: 24.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.97

CX LogP: 6.60

CX LogD: 6.46

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.40

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