[18F]-N,N-diethyl-2-(2-(4-(5-fluoropent-1-ynyl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

ID: ALA3125360

PubChem CID: 76318116

Max Phase: Preclinical

Molecular Formula: C25H29FN4O

Molecular Weight: 420.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)Cc1c(-c2ccc(C#CCCC[18F])cc2)nn2c(C)cc(C)nc12

Standard InChI:  InChI=1S/C25H29FN4O/c1-5-29(6-2)23(31)17-22-24(28-30-19(4)16-18(3)27-25(22)30)21-13-11-20(12-14-21)10-8-7-9-15-26/h11-14,16H,5-7,9,15,17H2,1-4H3/i26-1

Standard InChI Key:  CLVOYKWKTAVRQM-KPVNRNJOSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    8.8953   -7.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1837   -7.4349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -7.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -6.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1837   -5.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8953   -6.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6800   -5.9412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1645   -6.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6800   -7.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3857   -8.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9362   -8.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5694   -8.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6767   -9.4447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1837   -4.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7519   -7.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9894   -6.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4019   -7.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2269   -7.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6394   -6.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2269   -5.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4019   -5.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4644   -6.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4952   -9.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7903  -10.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1618  -10.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3434   -9.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2874   -6.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1124   -6.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5262   -7.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3512   -7.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7651   -8.0323    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
  6  7  1  0
  1  9  2  0
 10 11  1  0
 10 12  2  0
 10 13  1  0
  9 11  1  0
  5 14  1  0
  3 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 19 22  1  0
  8 16  1  0
 23 24  1  0
 13 23  1  0
 25 26  1  0
 13 25  1  0
 22 27  3  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  ISO  1  31  18
M  END

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: 420.53

Molecular Weight (Monoisotopic): 420.2325

AlogP: 4.53

#Rotatable Bonds: 7

Polar Surface Area: 50.50

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -1.54

References

1. Médran-Navarrete V, Damont A, Peyronneau MA, Kuhnast B, Bernards N, Pottier G, Marguet F, Puech F, Boisgard R, Dollé F..  (2014)  Preparation and evaluation of novel pyrazolo[1,5-a]pyrimidine acetamides, closely related to DPA-714, as potent ligands for imaging the TSPO 18kDa with PET.,  24  (6): [PMID:24560538] [10.1016/j.bmcl.2014.01.080]

Source

Source(1):

• Scientific Literature