(E/Z)-3-((6-Methoxy-2-methylimidazo[2,1-b]thiazol-5-yl)methylene)-1-methylindolin-2-one

ID: ALA4548139

PubChem CID: 155554087

Max Phase: Preclinical

Molecular Formula: C17H15N3O2S

Molecular Weight: 325.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1nc2sc(C)cn2c1C=C1C(=O)N(C)c2ccccc21

Standard InChI:  InChI=1S/C17H15N3O2S/c1-10-9-20-14(15(22-3)18-17(20)23-10)8-12-11-6-4-5-7-13(11)19(2)16(12)21/h4-9H,1-3H3

Standard InChI Key:  VXKAFFWETKBDPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.9263   -5.7317    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8639   -4.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4130   -5.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6625   -4.6155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6989   -5.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4948   -5.6610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9504   -4.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4360   -4.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6563   -3.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0774   -2.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2108   -2.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4782   -1.7499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2583   -3.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8934   -2.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0750   -2.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6206   -2.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9904   -3.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8076   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9492   -1.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5882   -5.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7752   -4.9357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2191   -5.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3538   -0.9336    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  3
 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
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548139

   ---

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: 325.39

Molecular Weight (Monoisotopic): 325.0885

AlogP: 3.23

#Rotatable Bonds: 2

Polar Surface Area: 46.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.25

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.29

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