(E)-5-methoxy-3-((6-methoxy-2-methylimidazo[2,1-b]thiazol-5-yl)methylene)indolin-2-one

ID: ALA4459411

PubChem CID: 155526721

Max Phase: Preclinical

Molecular Formula: C17H15N3O3S

Molecular Weight: 341.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)/C(=C\c1c(OC)nc3sc(C)cn13)C(=O)N2

Standard InChI:  InChI=1S/C17H15N3O3S/c1-9-8-20-14(16(23-3)19-17(20)24-9)7-12-11-6-10(22-2)4-5-13(11)18-15(12)21/h4-8H,1-3H3,(H,18,21)/b12-7+

Standard InChI Key:  IXIFBFHCEKLSGV-KPKJPENVSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   23.0918  -12.0070    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0295  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5786  -11.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8280  -10.8909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8644  -11.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6601  -11.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1158  -11.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6014  -10.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8218   -9.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2429   -9.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3762   -8.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6438   -8.0253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4238   -9.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0590   -8.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2406   -8.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7861   -9.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1559   -9.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9732  -10.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1146   -8.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7538  -11.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9406  -11.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3845  -11.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7020  -10.6670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8778  -10.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  2  0
  3  1  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 13 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  2  0
  3 20  1  0
  7 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459411

   ---

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: 341.39

Molecular Weight (Monoisotopic): 341.0834

AlogP: 3.21

#Rotatable Bonds: 3

Polar Surface Area: 64.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.69

CX Basic pKa: 1.25

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.07

References

1. Morigi R, Locatelli A, Leoni A, Rambaldi M, Bortolozzi R, Mattiuzzo E, Ronca R, Maccarinelli F, Hamel E, Bai R, Brancale A, Viola G..  (2019)  Synthesis, in vitro and in vivo biological evaluation of substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones as new potent anticancer agents.,  166  [PMID:30784885] [10.1016/j.ejmech.2019.01.049]

Source

Source(1):

• Scientific Literature