4-Bromo-N-(2-((4-(6-(3-fluorophenyl)imidazo[2,1-b]thiazol-5-yl)pyrimidin-2-yl)amino)ethyl)benzenesulfonamide

ID: ALA4779085

PubChem CID: 155927629

Max Phase: Preclinical

Molecular Formula: C23H18BrFN6O2S2

Molecular Weight: 573.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(NCCNc1nccc(-c2c(-c3cccc(F)c3)nc3sccn23)n1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C23H18BrFN6O2S2/c24-16-4-6-18(7-5-16)35(32,33)28-11-10-27-22-26-9-8-19(29-22)21-20(15-2-1-3-17(25)14-15)30-23-31(21)12-13-34-23/h1-9,12-14,28H,10-11H2,(H,26,27,29)

Standard InChI Key:  PMYZHQBVZRZSCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.8530  -14.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2710  -14.3091    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.0595  -15.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7003  -12.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6991  -13.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4072  -14.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1210  -13.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1181  -12.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4054  -12.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8262  -12.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5781  -12.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9086  -11.6920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7113  -11.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1211  -12.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9210  -12.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0072  -11.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2605  -10.9113    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7517  -13.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1465  -14.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3214  -14.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1052  -15.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7100  -14.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5320  -13.8872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4939  -14.9311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0996  -14.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9883  -12.5139    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8835  -14.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4892  -14.0652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8788  -13.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6622  -14.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2634  -13.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0854  -12.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2967  -12.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6947  -12.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6861  -12.0916    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 14  1  0
 13 12  2  0
 12 10  1  0
  8 10  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
 22 24  1  0
 24 25  1  0
  4 26  1  0
 25 27  1  0
 27 28  1  0
 28  2  1  0
  2 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779085

   ---

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: 573.47

Molecular Weight (Monoisotopic): 572.0100

AlogP: 4.81

#Rotatable Bonds: 8

Polar Surface Area: 101.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.62

CX Basic pKa: 3.51

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -2.22

References

1. Abdel-Maksoud MS,Ammar UM,Oh CH.  (2019)  Anticancer profile of newly synthesized BRAF inhibitors possess 5-(pyrimidin-4-yl)imidazo[2,1-b]thiazole scaffold.,  27  (10.0): [PMID:30955995] [10.1016/j.bmc.2019.03.062]

Source

Source(1):

• Scientific Literature