(2-(2-Ethyl-3-hydroxy-4-oxopyridin-1(4H)-yl)ethoxy)-2,5-dioxopentan-1-aminium Chloride

ID: ALA4060669

PubChem CID: 137636804

Max Phase: Preclinical

Molecular Formula: C14H21ClN2O5

Molecular Weight: 296.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(O)c(=O)ccn1CCOC(=O)CCC(=O)CN.Cl

Standard InChI:  InChI=1S/C14H20N2O5.ClH/c1-2-11-14(20)12(18)5-6-16(11)7-8-21-13(19)4-3-10(17)9-15;/h5-6,20H,2-4,7-9,15H2,1H3;1H

Standard InChI Key:  OUYVYVJXWGQSHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
    1.7679   -4.0955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -3.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2437   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -4.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1002   -3.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582   -3.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6726   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3871   -3.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6726   -1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1016   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8160   -3.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5305   -2.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2442   -3.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9565   -2.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9607   -1.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2464   -1.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5279   -1.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6767   -1.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2414   -4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5256   -4.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6694   -3.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  2  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 16 19  2  0
 14 20  1  0
 20 21  1  0
 15 22  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 296.32

Molecular Weight (Monoisotopic): 296.1372

AlogP: -0.03

#Rotatable Bonds: 8

Polar Surface Area: 111.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 7.83

CX LogP: 0.12

CX LogD: -0.45

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.17

References

1. Battah S, Hider RC, MacRobert AJ, Dobbin PS, Zhou T..  (2017)  Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.,  60  (8): [PMID:28363026] [10.1021/acs.jmedchem.7b00346]

Source

Source(1):

• Scientific Literature