4-Hydroxy-3-(pyrrolidine-1-carbonyl)-1H-1,7-naphthyridin-2-one

ID: ALA4522452

PubChem CID: 155543083

Max Phase: Preclinical

Molecular Formula: C13H13N3O3

Molecular Weight: 259.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1c(O)c2ccncc2[nH]c1=O)N1CCCC1

Standard InChI:  InChI=1S/C13H13N3O3/c17-11-8-3-4-14-7-9(8)15-12(18)10(11)13(19)16-5-1-2-6-16/h3-4,7H,1-2,5-6H2,(H2,15,17,18)

Standard InChI Key:  HKQNYTMYRZYJQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   25.1747   -7.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1735   -8.8057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8816   -9.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8798   -7.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5884   -7.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5918   -8.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3042   -9.2151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0177   -8.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0143   -7.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2974   -7.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7266   -9.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2929   -6.7476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7208   -7.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4298   -7.9723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7183   -6.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5203   -8.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3201   -8.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7266   -8.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1778   -7.6345    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522452

   ---

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: 259.26

Molecular Weight (Monoisotopic): 259.0957

AlogP: 0.86

#Rotatable Bonds: 1

Polar Surface Area: 86.29

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.16

CX Basic pKa: 3.50

CX LogP: -0.89

CX LogD: -2.90

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -0.76

References

1. Labadie SS, Dragovich PS, Cummings RT, Deshmukh G, Gustafson A, Han N, Harmange JC, Kiefer JR, Li Y, Liang J, Liederer BM, Liu Y, Manieri W, Mao W, Murray L, Ortwine DF, Trojer P, VanderPorten E, Vinogradova M, Wen L..  (2016)  Design and evaluation of 1,7-naphthyridones as novel KDM5 inhibitors.,  26  (18): [PMID:27499454] [10.1016/j.bmcl.2016.07.070]

Source

Source(1):

• Scientific Literature