Ethyl 2-Oxo-1-phenethyl-1,2-dihydro-1,8-naphthyridine-3-carboxylate

ID: ALA4589082

PubChem CID: 155567584

Max Phase: Preclinical

Molecular Formula: C19H18N2O3

Molecular Weight: 322.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2cccnc2n(CCc2ccccc2)c1=O

Standard InChI:  InChI=1S/C19H18N2O3/c1-2-24-19(23)16-13-15-9-6-11-20-17(15)21(18(16)22)12-10-14-7-4-3-5-8-14/h3-9,11,13H,2,10,12H2,1H3

Standard InChI Key:  BBXGJJFJFYFLSL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   22.0137  -16.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0147  -17.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7232  -18.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7211  -16.4150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4340  -16.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4343  -17.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1441  -18.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8581  -17.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8578  -16.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1435  -16.4128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5699  -16.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5695  -18.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5687  -18.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1421  -15.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2780  -17.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8491  -15.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8477  -14.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5564  -13.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5553  -13.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8464  -12.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1370  -13.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1416  -13.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9849  -18.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6935  -17.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 10 14  1  0
 12 15  1  0
 14 16  1  0
 16 17  1  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
 15 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589082

   ---

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: 322.36

Molecular Weight (Monoisotopic): 322.1317

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.06

References

1. Dong Z, Wang Z, Guo ZQ, Gong S, Zhang T, Liu J, Luo C, Jiang H, Yang CG..  (2020)  Structure-Activity Relationship of SPOP Inhibitors against Kidney Cancer.,  63  (9): [PMID:32297747] [10.1021/acs.jmedchem.0c00161]

Source

Source(1):

• Scientific Literature