Ethyl 2-Oxo-1-phenethyl-1,2-dihydro-1,6-naphthyridine-3-carboxylate

ID: ALA4527707

PubChem CID: 155544366

Max Phase: Preclinical

Molecular Formula: C19H18N2O3

Molecular Weight: 322.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2cnccc2n(CCc2ccccc2)c1=O

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

Standard InChI Key:  DMGWSYHXHZZJEV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   24.0236  -26.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0247  -27.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7331  -27.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7310  -26.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4440  -26.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4443  -27.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1541  -27.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8681  -27.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8678  -26.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1535  -26.2851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5799  -26.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5795  -27.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5787  -28.7548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1521  -25.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8591  -25.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8576  -24.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5663  -23.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5653  -23.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8563  -22.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1470  -23.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1515  -23.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2880  -27.5263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9949  -27.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7034  -27.5290    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
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527707

   ---

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: 4.36

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.04

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