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

ID: ALA4444124

PubChem CID: 155516965

Max Phase: Preclinical

Molecular Formula: C16H13N3O2S

Molecular Weight: 311.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1nc2sc(C)cn2c1/C=C1/C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C16H13N3O2S/c1-9-8-19-13(15(21-2)18-16(19)22-9)7-11-10-5-3-4-6-12(10)17-14(11)20/h3-8H,1-2H3,(H,17,20)/b11-7+

Standard InChI Key:  BDQGILVGBXJICN-YRNVUSSQSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   13.9674  -22.5388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9051  -21.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4542  -21.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7036  -21.4227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7400  -22.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5357  -22.4680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9913  -21.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4769  -21.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6973  -20.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1184  -19.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2518  -18.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5193  -18.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2994  -19.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9346  -19.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1162  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6618  -19.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0316  -20.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8488  -20.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9901  -18.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6295  -21.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8161  -21.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2599  -22.4390    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
M  END

Alternative Forms

1. Parent:

   

   ALA4444124

   ---

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: 311.37

Molecular Weight (Monoisotopic): 311.0728

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 55.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: 1.25

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -1.10

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