2-cyclopentyl-10-methyl-3-phenylpyrimido[4,5-b]quinoline-4,5(3H,10H)-dione

ID: ALA4784295

PubChem CID: 76284418

Max Phase: Preclinical

Molecular Formula: C23H21N3O2

Molecular Weight: 371.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c(=O)c2c(=O)n(-c3ccccc3)c(C3CCCC3)nc21

Standard InChI:  InChI=1S/C23H21N3O2/c1-25-18-14-8-7-13-17(18)20(27)19-22(25)24-21(15-9-5-6-10-15)26(23(19)28)16-11-3-2-4-12-16/h2-4,7-8,11-15H,5-6,9-10H2,1H3

Standard InChI Key:  MVBSDSAQVLFZKR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.0152  -22.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7288  -23.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270  -21.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424  -22.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4431  -22.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585  -23.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1528  -21.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687  -22.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8723  -22.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914  -23.3862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3073  -22.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2996  -22.1349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5800  -21.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1484  -20.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5728  -20.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049  -21.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7235  -22.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335  -21.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4261  -20.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7028  -20.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957  -20.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262  -23.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185  -24.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9266  -24.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3339  -23.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7774  -23.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1606  -24.2164    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
  5  6  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
  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
 25 26  1  0
 26 27  1  0
 27 23  1  0
 12 23  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784295

   2-Cyclopentyl-10-methyl-3-phenylpyrimido[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: 371.44

Molecular Weight (Monoisotopic): 371.1634

AlogP: 3.90

#Rotatable Bonds: 2

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: 4.47

CX LogD: 4.47

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -0.72

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