2-[3-(1-Methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-phenyl-acetamide

ID: ALA2324112

PubChem CID: 71601488

Max Phase: Preclinical

Molecular Formula: C26H20N4O2

Molecular Weight: 420.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2cnc3ccc4ccc(CC(=O)Nc5ccccc5)cc4c(=O)c3c2)cn1

Standard InChI:  InChI=1S/C26H20N4O2/c1-30-16-20(15-28-30)19-13-23-24(27-14-19)10-9-18-8-7-17(11-22(18)26(23)32)12-25(31)29-21-5-3-2-4-6-21/h2-11,13-16H,12H2,1H3,(H,29,31)

Standard InChI Key:  ACUVOYJESJNPMD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.2897   -9.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1078   -9.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4458   -8.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6251   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4040   -9.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0043   -9.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8204   -8.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0418   -7.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7856   -9.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9774   -8.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3846   -7.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5998   -8.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4112   -8.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0054   -9.5303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7233   -7.3403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0065   -7.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1113   -6.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730   -6.4459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8117   -7.0400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2033   -7.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0013   -6.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4184   -7.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1997   -7.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7977   -7.3298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3831   -8.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5791   -7.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7589   -8.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5394   -8.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1383   -8.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9515   -7.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1712   -7.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  1  4  1  0
 10  2  1  0
  5  3  1  0
  2  3  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
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 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 17  2  0
 13 17  1  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2324112

   2-[5-(1-methylpyrazol-4-yl)-2-oxo-7-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-14-yl]-N-phenylacetamide

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: 420.47

Molecular Weight (Monoisotopic): 420.1586

AlogP: 4.33

#Rotatable Bonds: 4

Polar Surface Area: 76.88

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: 3.07

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -1.44

References

1. Northrup AB, Katcher MH, Altman MD, Chenard M, Daniels MH, Deshmukh SV, Falcone D, Guerin DJ, Hatch H, Li C, Lu W, Lutterbach B, Allison TJ, Patel SB, Reilly JF, Reutershan M, Rickert KW, Rosenstein C, Soisson SM, Szewczak AA, Walker D, Wilson K, Young JR, Pan BS, Dinsmore CJ..  (2013)  Discovery of 1-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-(pyridin-2-ylmethyl)methanesulfonamide (MK-8033): A Specific c-Met/Ron dual kinase inhibitor with preferential affinity for the activated state of c-Met.,  56  (6): [PMID:23379595] [10.1021/jm301619u]

Source

Source(1):

• Scientific Literature