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

ID: ALA4796389

PubChem CID: 76284419

Max Phase: Preclinical

Molecular Formula: C21H17N3O2

Molecular Weight: 343.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c(=O)c2c(=O)n(-c3ccccc3)c(C3CC3)nc21

Standard InChI:  InChI=1S/C21H17N3O2/c1-23-16-10-6-5-9-15(16)18(25)17-20(23)22-19(13-11-12-13)24(21(17)26)14-7-3-2-4-8-14/h2-10,13H,11-12H2,1H3

Standard InChI Key:  SXOVPDSRBVJYOK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   26.1601  -12.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1589  -13.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8738  -13.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8720  -11.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5873  -12.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5880  -13.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3034  -13.6003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2977  -11.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0136  -12.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0172  -13.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7363  -13.5951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4522  -13.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4446  -12.3438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7250  -11.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2934  -11.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7177  -11.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3055  -14.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1498  -11.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8685  -12.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5785  -11.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5710  -11.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8477  -10.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1406  -11.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1682  -13.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5859  -14.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9932  -13.5733    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
  7 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 13 18  1  0
 25 24  1  0
 26 25  1  0
 24 26  1  0
 12 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796389

   2-Cyclopropyl-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: 343.39

Molecular Weight (Monoisotopic): 343.1321

AlogP: 3.12

#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: 3.58

CX LogD: 3.58

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -0.76

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