S-furan-2-ylmethyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)thiazole-4-carbothioate

ID: ALA1673317

PubChem CID: 2821637

Max Phase: Preclinical

Molecular Formula: C17H13NO4S2

Molecular Weight: 359.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(SCc1ccco1)c1csc(C2COc3ccccc3O2)n1

Standard InChI:  InChI=1S/C17H13NO4S2/c19-17(24-9-11-4-3-7-20-11)12-10-23-16(18-12)15-8-21-13-5-1-2-6-14(13)22-15/h1-7,10,15H,8-9H2

Standard InChI Key:  MOXDUFKMSKOCFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -6.1766   -0.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4586   -0.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4604    0.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7450    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7416   -0.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -0.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3055    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    0.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5975    0.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428    0.3800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927    0.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7074    1.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5139    1.5340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.1585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0109    1.5801    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2544    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721    2.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502    3.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    3.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9215    3.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
 11 12  2  0
 13 14  2  0
 15 11  1  0
  9 11  1  0
  5  4  2  0
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  4  1  1  0
 16 17  2  0
  5 10  1  0
 16 18  1  0
  6  7  1  0
 18 19  1  0
  7  8  1  0
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 23 24  1  0
  8  9  1  0
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 22 23  2  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673317

   S-furan-2-ylmethyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)thiazole-4-carbothioate

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: 359.43

Molecular Weight (Monoisotopic): 359.0286

AlogP: 4.32

#Rotatable Bonds: 4

Polar Surface Area: 61.56

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.66

References

1. King-Keller S, Li M, Smith A, Zheng S, Kaur G, Yang X, Wang B, Docampo R..  (2010)  Chemical validation of phosphodiesterase C as a chemotherapeutic target in Trypanosoma cruzi, the etiological agent of Chagas' disease.,  54  (9): [PMID:20625148] [10.1128/aac.00313-10]

Source

Source(1):

• Scientific Literature