(E)-N-phenyl-3-((3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)thio)propanamide

ID: ALA4520357

PubChem CID: 141763975

Max Phase: Preclinical

Molecular Formula: C23H20N4OS

Molecular Weight: 400.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCSc1ccc2c(/C=C/c3ccccn3)n[nH]c2c1)Nc1ccccc1

Standard InChI:  InChI=1S/C23H20N4OS/c28-23(25-18-7-2-1-3-8-18)13-15-29-19-10-11-20-21(26-27-22(20)16-19)12-9-17-6-4-5-14-24-17/h1-12,14,16H,13,15H2,(H,25,28)(H,26,27)/b12-9+

Standard InChI Key:  UKAMIACKCPFXEY-FMIVXFBMSA-N

Molfile:  

 
     RDKit          2D

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    5.1689  -19.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1656  -18.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9107  -19.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1207  -18.3616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4176  -19.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0960  -21.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5977  -23.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3999  -22.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456  -22.1909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8300  -18.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8302  -19.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5386  -19.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2457  -19.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2400  -18.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5310  -18.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520357

   ---

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: 400.51

Molecular Weight (Monoisotopic): 400.1358

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.48

CX Basic pKa: 4.59

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -1.66

References

1. Liu X, Wang B, Chen C, Jiang Z, Hu C, Wu H, Zhang Y, Liu X, Wang W, Wang J, Hu Z, Wang A, Huang T, Liu Q, Wang W, Wang L, Wang W, Ren T, Li L, Xia R, Ge J, Liu Q, Liu J..  (2018)  Discovery of (E)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-((3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-yl)thio)propanamide (CHMFL-ABL-121) as a highly potent ABL kinase inhibitor capable of overcoming a variety of ABL mutants including T315I for chronic myeloid leukemia.,  160  [PMID:30317026] [10.1016/j.ejmech.2018.10.007]

Source

Source(1):

• Scientific Literature