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

ID: ALA4742959

PubChem CID: 155927202

Max Phase: Preclinical

Molecular Formula: C24H18ClFN6OS

Molecular Weight: 492.97

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H18ClFN6OS/c25-17-6-4-15(5-7-17)22(33)27-10-11-29-23-28-9-8-19(30-23)21-20(16-2-1-3-18(26)14-16)31-24-32(21)12-13-34-24/h1-9,12-14H,10-11H2,(H,27,33)(H,28,29,30)

Standard InChI Key:  MHPULKQGFRPBIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.1844  -19.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1833  -20.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8954  -20.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6092  -20.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6064  -19.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8937  -18.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3145  -18.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0664  -19.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3969  -18.0108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1996  -17.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6053  -18.5467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4052  -18.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4913  -17.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7447  -17.2300    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.2400  -19.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6306  -20.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8056  -21.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5893  -21.5654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1983  -21.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0202  -20.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9822  -21.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5879  -20.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4725  -18.8327    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.3718  -20.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9733  -20.3840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7573  -20.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9396  -21.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3629  -20.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1443  -20.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7496  -19.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5737  -18.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7870  -18.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1850  -19.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1764  -18.4208    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8 11  1  0
 10  9  2  0
  9  7  1  0
  5  7  1  0
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 14 10  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 15  1  0
 19 21  1  0
 21 22  1  0
  1 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742959

   ---

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: 492.97

Molecular Weight (Monoisotopic): 492.0935

AlogP: 5.15

#Rotatable Bonds: 7

Polar Surface Area: 84.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.51

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -2.13

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