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

ID: ALA4745038

PubChem CID: 155927924

Max Phase: Preclinical

Molecular Formula: C25H23FN6O2S2

Molecular Weight: 522.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCCCNc2nccc(-c3c(-c4cccc(F)c4)nc4sccn34)n2)cc1

Standard InChI:  InChI=1S/C25H23FN6O2S2/c1-17-6-8-20(9-7-17)36(33,34)29-12-3-11-27-24-28-13-10-21(30-24)23-22(18-4-2-5-19(26)16-18)31-25-32(23)14-15-35-25/h2,4-10,13-16,29H,3,11-12H2,1H3,(H,27,28,30)

Standard InChI Key:  ZTXBULQXSIEEHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   24.7221  -12.6954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3040  -13.2773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5170  -12.4824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1390  -12.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1378  -13.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8459  -13.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5597  -13.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5568  -12.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8441  -12.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2649  -12.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0168  -12.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3473  -11.2050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1500  -11.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5598  -11.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3597  -11.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4459  -10.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6992  -10.4242    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1904  -13.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5852  -13.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7601  -14.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5438  -14.7596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1487  -14.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9707  -13.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9326  -14.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5383  -13.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4270  -12.0269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.3222  -14.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9256  -13.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7045  -13.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0869  -13.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2604  -14.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0424  -14.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6511  -14.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4725  -13.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6907  -12.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4299  -14.2730    0.0000 C   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 29  1  0
 29  2  1  0
  2 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745038

   ---

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: 522.63

Molecular Weight (Monoisotopic): 522.1308

AlogP: 4.75

#Rotatable Bonds: 9

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: 10.40

CX Basic pKa: 3.52

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: -2.12

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