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

ID: ALA4759768

PubChem CID: 162657699

Max Phase: Preclinical

Molecular Formula: C25H20ClFN6OS

Molecular Weight: 506.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCNc1nccc(-c2c(-c3cccc(F)c3)nc3sccn23)n1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C25H20ClFN6OS/c26-18-7-5-16(6-8-18)23(34)28-10-2-11-29-24-30-12-9-20(31-24)22-21(17-3-1-4-19(27)15-17)32-25-33(22)13-14-35-25/h1,3-9,12-15H,2,10-11H2,(H,28,34)(H,29,30,31)

Standard InChI Key:  DBGSHYFLAQKBIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.7638  -26.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627  -27.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4707  -28.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1845  -27.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817  -26.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9721  -25.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7749  -25.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1847  -26.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9846  -25.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0707  -25.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3241  -24.7746    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153  -27.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1687  -29.1100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5955  -27.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5575  -28.7945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631  -28.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519  -26.3772    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9471  -28.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5504  -27.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3294  -28.1816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118  -27.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7517  -26.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8853  -28.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6673  -28.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2759  -28.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0973  -27.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3155  -27.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0548  -28.6234    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
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 17 18  1  0
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 19 20  1  0
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  9 16  1  0
 20 22  1  0
 22 23  1  0
  2 24  1  0
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 25 26  1  0
 26 27  1  0
 27  1  1  0
  1 28  1  0
  1 29  2  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 28  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759768

   ---

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: 506.99

Molecular Weight (Monoisotopic): 506.1092

AlogP: 5.54

#Rotatable Bonds: 8

Polar Surface Area: 84.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.52

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -2.04

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