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

ID: ALA4763823

PubChem CID: 155927054

Max Phase: Preclinical

Molecular Formula: C24H20ClFN6O2S2

Molecular Weight: 543.05

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H20ClFN6O2S2/c25-17-5-7-19(8-6-17)36(33,34)29-11-2-10-27-23-28-12-9-20(30-23)22-21(16-3-1-4-18(26)15-16)31-24-32(22)13-14-35-24/h1,3-9,12-15,29H,2,10-11H2,(H,27,28,30)

Standard InChI Key:  VSFXUZONJMPKOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    9.9466  -23.0258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5286  -23.6077    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7416  -22.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635  -22.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623  -23.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704  -24.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7842  -23.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813  -22.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686  -22.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894  -22.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413  -22.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718  -21.5354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746  -21.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7844  -22.0714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5842  -21.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6704  -21.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9237  -20.7547    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4149  -23.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8097  -24.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9846  -24.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7684  -25.0901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3732  -24.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1952  -23.7306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1571  -24.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7628  -24.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516  -22.3573    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467  -24.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1501  -23.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9291  -24.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3114  -23.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4849  -24.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2669  -24.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8756  -24.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6970  -23.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9152  -23.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6545  -24.6035    0.0000 Cl  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:

   

   ALA4763823

   ---

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: 543.05

Molecular Weight (Monoisotopic): 542.0762

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 101.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.63

CX Basic pKa: 3.52

CX LogP: 4.45

CX LogD: 4.44

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: -2.20

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