2-isobutyl-10-methyl-3-p-tolylpyrimido[4,5-b]quinoline-4,5(3H,10H)-dione

ID: ALA4790909

PubChem CID: 85090321

Max Phase: Preclinical

Molecular Formula: C23H23N3O2

Molecular Weight: 373.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2c(CC(C)C)nc3c(c(=O)c4ccccc4n3C)c2=O)cc1

Standard InChI:  InChI=1S/C23H23N3O2/c1-14(2)13-19-24-22-20(21(27)17-7-5-6-8-18(17)25(22)4)23(28)26(19)16-11-9-15(3)10-12-16/h5-12,14H,13H2,1-4H3

Standard InChI Key:  FRTXYGKAPYWUDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.8905  -10.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6052  -10.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6035   -9.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3188   -9.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3195  -10.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0348  -10.7622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0292   -9.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7450   -9.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7486  -10.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4676  -10.7569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1835  -10.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1759   -9.5057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4563   -9.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0248   -8.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4491   -8.2748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8811   -9.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5996   -9.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3096   -9.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3022   -8.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5789   -7.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8719   -8.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8964  -10.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9004  -11.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6137  -11.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1881  -11.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0121   -7.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0369  -11.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
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  9  8  1  0
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  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
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  8 15  2  0
 14 16  2  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 13 17  1  0
 23 24  1  0
 24 25  1  0
 12 23  1  0
 24 26  1  0
 20 27  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790909

   10-Methyl-3-(4-methylphenyl)-2-(2-methylpropyl)pyrimido[4,5-b]quinoline-4,5-dione

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: 373.46

Molecular Weight (Monoisotopic): 373.1790

AlogP: 3.74

#Rotatable Bonds: 3

Polar Surface Area: 56.89

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.92

References

1. Luderman KD,Jain P,Benjamin Free R,Conroy JL,Aubé J,Sibley DR,Frankowski KJ.  (2021)  Development of pyrimidone D1 dopamine receptor positive allosteric modulators.,  31  [PMID:33221389] [10.1016/j.bmcl.2020.127696]

Source

Source(1):

• Scientific Literature