Dimethyl(2-((2-((4-(4-methylpiperazin-1-yl)phenyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)phenyl)phosphine oxide

ID: ALA4548762

PubChem CID: 155549540

Max Phase: Preclinical

Molecular Formula: C25H30N7OP

Molecular Weight: 475.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3nc(Nc4ccccc4P(C)(C)=O)c4cc[nH]c4n3)cc2)CC1

Standard InChI:  InChI=1S/C25H30N7OP/c1-31-14-16-32(17-15-31)19-10-8-18(9-11-19)27-25-29-23-20(12-13-26-23)24(30-25)28-21-6-4-5-7-22(21)34(2,3)33/h4-13H,14-17H2,1-3H3,(H3,26,27,28,29,30)

Standard InChI Key:  YXLCDNQZCGIEOE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.8084  -16.5239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8073  -17.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5194  -17.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2332  -17.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2276  -16.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5176  -16.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5030  -15.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8382  -15.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9464  -17.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9511  -18.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2455  -18.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2499  -19.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9605  -20.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6681  -19.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6603  -18.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3635  -18.5526    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0756  -18.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3547  -17.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3576  -19.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0951  -17.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944  -18.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3822  -18.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3812  -19.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0932  -20.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8077  -19.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8052  -18.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0956  -21.0335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3863  -21.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3848  -22.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0909  -22.6670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8002  -22.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8034  -21.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0883  -23.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  6  1  1  0
  7  6  1  0
  8  7  1  0
  9  8  2  0
  5  9  1  0
  4 10  1  0
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 12 13  1  0
 13 14  2  0
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 15 16  2  0
 16 11  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 28 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548762

   ---

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: 475.54

Molecular Weight (Monoisotopic): 475.2249

AlogP: 4.44

#Rotatable Bonds: 6

Polar Surface Area: 89.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: 7.96

CX LogP: 3.95

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -1.27

References

1. Wang R, Chen Y, Zhao X, Yu S, Yang B, Wu T, Guo J, Hao C, Zhao D, Cheng M..  (2019)  Design, synthesis and biological evaluation of novel 7H-pyrrolo[2,3-d]pyrimidine derivatives as potential FAK inhibitors and anticancer agents.,  183  [PMID:31550660] [10.1016/j.ejmech.2019.111716]

Source

Source(1):

• Scientific Literature