3-(3-chlorophenyl)-2-isobutyl-10-methylpyrimido[4,5-b]quinoline-4,5(3H,10H)-dione

ID: ALA4784143

PubChem CID: 85090339

Max Phase: Preclinical

Molecular Formula: C22H20ClN3O2

Molecular Weight: 393.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cc1nc2c(c(=O)c3ccccc3n2C)c(=O)n1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C22H20ClN3O2/c1-13(2)11-18-24-21-19(20(27)16-9-4-5-10-17(16)25(21)3)22(28)26(18)15-8-6-7-14(23)12-15/h4-10,12-13H,11H2,1-3H3

Standard InChI Key:  PJCKLAREXGOOSE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.3595  -15.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0743  -16.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0724  -14.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7878  -15.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7886  -15.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5038  -16.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4982  -14.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2141  -15.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2177  -15.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9367  -16.3949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6528  -15.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6451  -15.1435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9254  -14.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4938  -13.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9183  -13.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3503  -14.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0689  -15.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7789  -14.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7716  -13.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0481  -13.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3412  -13.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3656  -16.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3696  -17.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0831  -17.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6573  -17.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4971  -15.1202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5061  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  1  1  0
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  8 15  2  0
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 13 17  1  0
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 24 25  1  0
 12 23  1  0
 24 26  1  0
 19 27  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784143

   3-(3-Chlorophenyl)-10-methyl-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: 393.87

Molecular Weight (Monoisotopic): 393.1244

AlogP: 4.09

#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: 4.83

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.15

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