8-(2-(1H-Indol-3-yl)ethyl)-1,3-dimethyl-7,8-dihydro-1H-imidazo[2,1-f]purine-2,4(3H,6H)-dione

ID: ALA4780863

PubChem CID: 162663623

Max Phase: Preclinical

Molecular Formula: C19H20N6O2

Molecular Weight: 364.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c2c(nc3n2CCN3CCc2c[nH]c3ccccc23)n(C)c1=O

Standard InChI:  InChI=1S/C19H20N6O2/c1-22-16-15(17(26)23(2)19(22)27)25-10-9-24(18(25)21-16)8-7-12-11-20-14-6-4-3-5-13(12)14/h3-6,11,20H,7-10H2,1-2H3

Standard InChI Key:  ATZZJVXUQAQOAR-UHFFFAOYSA-N

Molfile:  

 
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   16.6492   -9.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3545  -10.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3545   -8.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0598   -8.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8395   -9.9798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3545   -7.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9421  -10.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3549  -10.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9403   -8.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8345   -8.6655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3099   -9.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0737   -9.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0703   -8.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1451   -9.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1526  -10.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9309  -10.7458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9253   -9.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4064  -10.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2153   -9.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5441   -9.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0580   -8.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2508   -8.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780863

   ---

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: 364.41

Molecular Weight (Monoisotopic): 364.1648

AlogP: 0.98

#Rotatable Bonds: 3

Polar Surface Area: 80.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.25

References

1. Schoeder CT,Mahardhika AB,Drabczyńska A,Kieć-Kononowicz K,Müller CE.  (2020)  Discovery of Tricyclic Xanthines as Agonists of the Cannabinoid-Activated Orphan G-Protein-Coupled Receptor GPR18.,  11  (10): [PMID:33062188] [10.1021/acsmedchemlett.0c00208]

Source

Source(1):

• Scientific Literature