3-allyl-7-(5-(furan-2-yl)-1,3,4-oxadiazol-2-ylthio)thiazolo[4,5-d]pyrimidine-2(3H)-thione

ID: ALA1673326

PubChem CID: 2816484

Max Phase: Preclinical

Molecular Formula: C14H9N5O2S3

Molecular Weight: 375.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCn1c(=S)sc2c(Sc3nnc(-c4ccco4)o3)ncnc21

Standard InChI:  InChI=1S/C14H9N5O2S3/c1-2-5-19-10-9(23-14(19)22)12(16-7-15-10)24-13-18-17-11(21-13)8-4-3-6-20-8/h2-4,6-7H,1,5H2

Standard InChI Key:  MLYRUIMTZMFMBU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -3.0702  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4815   -9.4994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078   -9.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7149  -10.2140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4810  -10.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2997  -10.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524  -11.7026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8898  -12.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277  -11.7019    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3369  -11.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080  -12.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2991  -13.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893  -13.0085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452  -10.2124    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329  -10.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869  -11.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200  -12.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520  -11.7142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060  -10.9293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4197  -13.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0877  -13.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336  -14.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0086  -14.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7528  -13.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 11 12  2  0
  5  1  1  0
  8 13  2  0
  2  3  1  0
  1 14  1  0
 14 15  1  0
 18 19  1  0
  3  4  2  0
 16 17  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 15 16  1  0
 17 18  2  0
 19 15  2  0
 23 24  1  0
  9  5  1  0
  4  6  1  0
 21 22  1  0
  7 10  1  0
  5  6  2  0
 10 11  1  0
 20 21  1  0
 22 23  2  0
 24 20  2  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673326

   3-allyl-7-(5-(furan-2-yl)-1,3,4-oxadiazol-2-ylthio)thiazolo[4,5-d]pyrimidine-2(3H)-thione

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: 375.46

Molecular Weight (Monoisotopic): 374.9918

AlogP: 4.20

#Rotatable Bonds: 5

Polar Surface Area: 82.77

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.56

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.29

Np Likeness Score: -2.30

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