5-(benzylamino)pyrimido[4,5-c]quinoline-8-carboxylic acid

ID: ALA5288779

Max Phase: Preclinical

Molecular Formula: C19H14N4O2

Molecular Weight: 330.35

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(c1)nc(NCc1ccccc1)c1ncncc12

Standard InChI:  InChI=1S/C19H14N4O2/c24-19(25)13-6-7-14-15-10-20-11-22-17(15)18(23-16(14)8-13)21-9-12-4-2-1-3-5-12/h1-8,10-11H,9H2,(H,21,23)(H,24,25)

Standard InChI Key:  HEVVNKYNJCSHFA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.4960   -0.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2161   -0.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9199   -0.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -1.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -2.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795   -1.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7923   -0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759   -0.8184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -0.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515   -0.7975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -0.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    0.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870    0.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034    0.8366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    1.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4172    2.0837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7578    0.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4825    0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986   -0.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2150   -0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -1.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9199   -0.3171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  1  6  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 12 13  1  0
  9 14  1  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 17 18  1  0
 18 13  2  0
 12 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 11 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288779

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.35

Molecular Weight (Monoisotopic): 330.1117

AlogP: 3.49

#Rotatable Bonds: 4

Polar Surface Area: 88.00

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: 1.57

CX LogP: 3.03

CX LogD: -0.30

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.91

References

1. Davis-Gilbert ZW, Krämer A, Dunford JE, Howell S, Senbabaoglu F, Wells CI, Bashore FM, Havener TM, Smith JL, Hossain MA, Oppermann U, Drewry DH, Axtman AD..  (2023)  Discovery of a Potent and Selective Naphthyridine-Based Chemical Probe for Casein Kinase 2.,  14  (4): [PMID:37077385] [10.1021/acsmedchemlett.2c00530]

2. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

3. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library