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

ID: ALA4756486

PubChem CID: 4901726

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O2

Molecular Weight: 419.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c(=O)c2c(=O)n(-c3cccc(Cl)c3)c(C3CCCCC3)nc21

Standard InChI:  InChI=1S/C24H22ClN3O2/c1-27-19-13-6-5-12-18(19)21(29)20-23(27)26-22(15-8-3-2-4-9-15)28(24(20)30)17-11-7-10-16(25)14-17/h5-7,10-15H,2-4,8-9H2,1H3

Standard InChI Key:  FWEQAEDOKUQTFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   26.2880   -2.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2869   -3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0014   -4.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9996   -2.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7147   -2.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7154   -3.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4305   -4.0575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4249   -2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1405   -2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1441   -3.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8629   -4.0522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5786   -3.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5709   -2.8014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8516   -2.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4205   -1.5815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8443   -1.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2759   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9943   -2.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7041   -2.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6966   -1.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9736   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2667   -1.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2913   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2953   -4.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0084   -5.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7219   -4.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7179   -4.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0003   -3.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4219   -2.7780    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.4326   -4.8822    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
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 12 23  1  0
 19 29  1  0
  7 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756486

   3-(3-Chlorophenyl)-2-cyclohexyl-10-methylpyrimido[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: 419.91

Molecular Weight (Monoisotopic): 419.1401

AlogP: 4.94

#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: 5.51

CX LogD: 5.51

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -1.01

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