5-((6-(2-Ethyl-3-hydroxy-4-oxopyridin-1(4H)-yl)hexyl)oxy)-2,5-dioxopentan-1-aminium Chloride

ID: ALA4099037

PubChem CID: 137660907

Max Phase: Preclinical

Molecular Formula: C18H29ClN2O5

Molecular Weight: 352.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(O)c(=O)ccn1CCCCCCOC(=O)CCC(=O)CN.Cl

Standard InChI:  InChI=1S/C18H28N2O5.ClH/c1-2-15-18(24)16(22)9-11-20(15)10-5-3-4-6-12-25-17(23)8-7-14(21)13-19;/h9,11,24H,2-8,10,12-13,19H2,1H3;1H

Standard InChI Key:  DKYBNGAXUBZPIQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    3.2411  -16.9714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5542  -16.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2687  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8398  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542  -16.8793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252  -16.0543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832  -16.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121  -16.0543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976  -14.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1266  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8410  -16.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5555  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2700  -16.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9844  -15.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6989  -16.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4135  -15.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1233  -16.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8356  -15.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8399  -14.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1256  -14.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4070  -14.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5560  -14.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5486  -16.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1209  -16.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4052  -17.2904    0.0000 C   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
 16 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 20 23  2  0
 19 24  1  0
 18 25  1  0
 25 26  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: 352.43

Molecular Weight (Monoisotopic): 352.1998

AlogP: 1.53

#Rotatable Bonds: 12

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: 11.84

CX Basic pKa: 7.83

CX LogP: 1.58

CX LogD: 1.01

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -0.10

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