5-(2-((1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyrimidin-5-yl)-2-(trifluoromethyl)-1H-indole

ID: ALA1086525

PubChem CID: 46890893

Max Phase: Preclinical

Molecular Formula: C19H18F3N5

Molecular Weight: 373.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H]1CN2c1ncc(-c2ccc3[nH]c(C(F)(F)F)cc3c2)cn1

Standard InChI:  InChI=1S/C19H18F3N5/c1-26-9-15-6-14(26)10-27(15)18-23-7-13(8-24-18)11-2-3-16-12(4-11)5-17(25-16)19(20,21)22/h2-5,7-8,14-15,25H,6,9-10H2,1H3/t14-,15-/m0/s1

Standard InChI Key:  XXPIPRYYDWMLIM-GJZGRUSLSA-N

Molfile:  

     RDKit          2D

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   17.3394  -20.2395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9337  -19.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1195  -19.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7068  -20.2395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1510  -20.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5577  -20.9477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3708  -20.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8927  -20.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1132  -20.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1132  -18.7100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9274  -21.7567    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0190  -19.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.8479  -20.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4016  -21.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1567  -21.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0694  -20.4168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731  -21.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8739  -22.4783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5886  -21.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5839  -22.0621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 12  7  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1086525

   5-(2-((1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyrimidin-5-yl)-2-(trifluoromethyl)-1H-indole

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: 373.38

Molecular Weight (Monoisotopic): 373.1514

AlogP: 3.54

#Rotatable Bonds: 2

Polar Surface Area: 48.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 3.24

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.59

References

1. Li T, Bunnelle WH, Ryther KB, Anderson DJ, Malysz J, Helfrich R, Grønlien JH, Håkerud M, Peters D, Schrimpf MR, Gopalakrishnan M, Ji J..  (2010)  Syntheses and structure-activity relationship (SAR) studies of 2,5-diazabicyclo[2.2.1]heptanes as novel alpha7 neuronal nicotinic receptor (NNR) ligands.,  20  (12): [PMID:20472430] [10.1016/j.bmcl.2010.04.105]

Source

Source(1):

• Scientific Literature