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

ID: ALA4779641

PubChem CID: 85090323

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-c1ccc(Cl)cc1

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

Standard InChI Key:  IWIKPPNCDBOEMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.6704  -16.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6687  -14.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3841  -15.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848  -15.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001  -16.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945  -14.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103  -15.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8140  -15.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330  -16.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2490  -15.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413  -15.0769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217  -14.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0901  -13.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145  -13.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9466  -14.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6651  -15.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3752  -14.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678  -13.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444  -13.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9374  -13.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619  -16.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9659  -17.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793  -17.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2535  -17.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0777  -13.4015    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1022  -17.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 12 23  1  0
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 20 27  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779641

   3-(4-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: -1.02

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