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

ID: ALA4082543

PubChem CID: 137646485

Max Phase: Preclinical

Molecular Formula: C16H25ClN2O5

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(O)c(=O)ccn1CCCCOC(=O)CCC(=O)CN.Cl

Standard InChI:  InChI=1S/C16H24N2O5.ClH/c1-2-13-16(22)14(20)7-9-18(13)8-3-4-10-23-15(21)6-5-12(19)11-17;/h7,9,22H,2-6,8,10-11,17H2,1H3;1H

Standard InChI Key:  OREJSYHDKSLJKW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    2.3571  -10.4598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9958   -9.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7103   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958  -10.3834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5669   -9.5584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -9.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1392   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8537   -9.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1392   -8.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5683   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2827   -9.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9972   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7117   -9.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4261   -9.1459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1359   -9.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8482   -9.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8526   -8.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1382   -7.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4196   -8.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5685   -7.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1333  -10.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176  -10.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5612   -9.5655    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
 14 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  2  0
 16 22  1  0
 22 23  1  0
 17 24  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: 324.38

Molecular Weight (Monoisotopic): 324.1685

AlogP: 0.75

#Rotatable Bonds: 10

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: 11.51

CX Basic pKa: 7.83

CX LogP: 0.69

CX LogD: 0.12

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -0.16

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