2-((2-(thiophen-2-yl)thiazol-4-yl)methyl)isoindoline-1,3-dione

ID: ALA1673325

PubChem CID: 2811182

Max Phase: Preclinical

Molecular Formula: C16H10N2O2S2

Molecular Weight: 326.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1Cc1csc(-c2cccs2)n1

Standard InChI:  InChI=1S/C16H10N2O2S2/c19-15-11-4-1-2-5-12(11)16(20)18(15)8-10-9-22-14(17-10)13-6-3-7-21-13/h1-7,9H,8H2

Standard InChI Key:  IAJDPLVEAODVRN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   17.9611   -6.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9599   -7.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6747   -7.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6729   -6.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1782   -7.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6660   -6.8859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1777   -6.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3883   -6.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3886   -7.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4324   -5.4298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4334   -8.3422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4910   -6.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9042   -7.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6639   -8.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3383   -8.8605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.9987   -8.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7324   -7.5851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7894   -8.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1486   -9.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9659   -9.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1118   -8.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3847   -8.0349    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  5 11  2  0
  6 12  1  0
  2  3  1  0
 12 13  1  0
 16 17  2  0
  6  7  1  0
 14 15  1  0
  3  9  2  0
  1  2  2  0
  8  4  2  0
 13 14  2  0
 15 16  1  0
 17 13  1  0
 21 22  1  0
  5  6  1  0
  7  8  1  0
 19 20  1  0
  9  5  1  0
  4  1  1  0
  7 10  2  0
 18 19  2  0
 20 21  2  0
 22 18  1  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673325

   2-((2-(Thiophen-2-yl)thiazol-4-yl)methyl)isoindoline-1,3-dione

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: 326.40

Molecular Weight (Monoisotopic): 326.0184

AlogP: 3.67

#Rotatable Bonds: 3

Polar Surface Area: 50.27

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -2.06

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