1-(5-((6-Aminopyridin-3-yl)ethynyl)-1-methyl-1H-pyrazol-3-yl)-3-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-urea

ID: ALA2324929

PubChem CID: 71605226

Max Phase: Preclinical

Molecular Formula: C25H27F3N8O

Molecular Weight: 512.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2ccc(NC(=O)Nc3cc(C#Cc4ccc(N)nc4)n(C)n3)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C25H27F3N8O/c1-34-9-11-36(12-10-34)16-18-5-6-19(13-21(18)25(26,27)28)31-24(37)32-23-14-20(35(2)33-23)7-3-17-4-8-22(29)30-15-17/h4-6,8,13-15H,9-12,16H2,1-2H3,(H2,29,30)(H2,31,32,33,37)

Standard InChI Key:  SWWHQLAUNHTMIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.1816  -25.5991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
  4 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
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 27 23  2  0
 26 28  1  0
 25 29  1  0
 29 30  3  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2324929

   1-[5-[2-(6-Aminopyridin-3-yl)ethynyl]-1-methylpyrazol-3-yl]-3-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 512.54

Molecular Weight (Monoisotopic): 512.2260

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 104.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.42

CX Basic pKa: 7.62

CX LogP: 3.40

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.46

Np Likeness Score: -1.45

References

1. Desai B, Dixon K, Farrant E, Feng Q, Gibson KR, van Hoorn WP, Mills J, Morgan T, Parry DM, Ramjee MK, Selway CN, Tarver GJ, Whitlock G, Wright AG..  (2013)  Rapid discovery of a novel series of Abl kinase inhibitors by application of an integrated microfluidic synthesis and screening platform.,  56  (7): [PMID:23441572] [10.1021/jm400099d]

Source

Source(1):

• Scientific Literature