NA

ID: ALA4877315

PubChem CID: 164629164

Max Phase: Preclinical

Molecular Formula: C17H17NO6S

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(Cc2ccc(OC)cc2)C(=O)C2=C(NCCS2(=O)=O)C1=O

Standard InChI:  InChI=1S/C17H17NO6S/c1-23-11-5-3-10(4-6-11)9-12-14(19)17-13(15(20)16(12)24-2)18-7-8-25(17,21)22/h3-6,18H,7-9H2,1-2H3

Standard InChI Key:  UZHWVXOSIYKPMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.7699   -5.7451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1826   -6.4550    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5910   -5.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4810   -6.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4810   -7.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1862   -8.0894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8915   -6.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8880   -7.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5901   -8.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3001   -7.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3036   -6.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5970   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0135   -6.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7190   -6.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7126   -7.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4173   -8.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1281   -7.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1298   -6.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4245   -6.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8342   -8.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8310   -8.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0055   -8.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0009   -8.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5855   -8.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5994   -5.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  2  1  0
  5  6  1  0
  6  8  1  0
  7  2  1  0
  7  8  2  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 10 22  1  0
 22 23  1  0
  9 24  2  0
 12 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877315

   ---

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: 363.39

Molecular Weight (Monoisotopic): 363.0777

AlogP: 0.52

#Rotatable Bonds: 4

Polar Surface Area: 98.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.32

CX LogD: 0.32

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: 0.64

References

1. Dziwornu GA, Attram HD, Gachuhi S, Chibale K..  (2020)  Chemotherapy for human schistosomiasis: how far have we come? What's new? Where do we go from here?,  11  (4.0): [PMID:33479649] [10.1039/D0MD00062K]

2. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Antimalarial application of quinones: A recent update.,  210  [PMID:33333397] [10.1016/j.ejmech.2020.113084]

Source

Source(1):

• Scientific Literature