3-((1r,3r)-3-(4-chlorophenyl)cyclobutyl)-5-((7-methyl-6-oxo-6,7-dihydro-1H-purin-1-yl)methyl)-1,3,4-oxadiazol-2(3H)-one

ID: ALA4865298

PubChem CID: 134540749

Max Phase: Preclinical

Molecular Formula: C19H17ClN6O3

Molecular Weight: 412.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cnc2ncn(Cc3nn([C@H]4C[C@H](c5ccc(Cl)cc5)C4)c(=O)o3)c(=O)c21

Standard InChI:  InChI=1S/C19H17ClN6O3/c1-24-9-21-17-16(24)18(27)25(10-22-17)8-15-23-26(19(28)29-15)14-6-12(7-14)11-2-4-13(20)5-3-11/h2-5,9-10,12,14H,6-8H2,1H3/t12-,14-

Standard InChI Key:  CYWFSLKYTRCPPA-MQMHXKEQSA-N

Molfile:  

 
     RDKit          2D

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   30.4337  -12.9036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4309  -12.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7181  -11.6715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0077  -12.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0044  -12.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2227  -11.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7454  -12.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2281  -13.1635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7197  -14.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9787  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1462  -13.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8574  -12.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6067  -13.2314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1526  -12.6191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7429  -11.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9397  -12.0791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0740  -11.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9696  -12.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4842  -13.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1226  -12.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6032  -12.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9396  -12.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2701  -13.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0862  -13.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5705  -13.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2287  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4135  -12.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3876  -13.1593    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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 19 15  1  6
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 20 21  1  0
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 22 19  1  0
 21 23  1  1
 23 24  2  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865298

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.84

Molecular Weight (Monoisotopic): 412.1051

AlogP: 2.10

#Rotatable Bonds: 4

Polar Surface Area: 100.74

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.82

References

1. Villemure E, Terrett JA, Larouche-Gauthier R, Déry M, Chen H, Reese RM, Shields SD, Chen J, Magnuson S, Volgraf M..  (2021)  A Retrospective Look at the Impact of Binding Site Environment on the Optimization of TRPA1 Antagonists.,  12  (8.0): [PMID:34413952] [10.1021/acsmedchemlett.1c00305]

Source

Source(1):

• Scientific Literature