N-(4-((4-((2-(dimethylphosphoryl)phenyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)acetamide

ID: ALA4549746

PubChem CID: 155550672

Max Phase: Preclinical

Molecular Formula: C22H23N6O2P

Molecular Weight: 434.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(Nc2nc(Nc3ccccc3P(C)(C)=O)c3cc[nH]c3n2)cc1

Standard InChI:  InChI=1S/C22H23N6O2P/c1-14(29)24-15-8-10-16(11-9-15)25-22-27-20-17(12-13-23-20)21(28-22)26-18-6-4-5-7-19(18)31(2,3)30/h4-13H,1-3H3,(H,24,29)(H3,23,25,26,27,28)

Standard InChI Key:  CNTZRYGAFOZZCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   24.7677   -4.5474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7665   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4787   -5.7800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1925   -5.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1868   -4.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4769   -4.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6472   -3.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4623   -3.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7974   -3.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9057   -5.7769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0544   -5.7791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0537   -6.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3415   -7.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3405   -7.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0525   -8.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7670   -7.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7645   -7.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9104   -6.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2048   -7.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2092   -7.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9198   -8.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6274   -7.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6195   -6.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3228   -6.5761    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.0349   -6.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3140   -5.7589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3169   -7.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0529   -9.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3455   -9.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3459  -10.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6375   -9.0595    0.0000 O   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
  2 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 18  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
 23 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  1  0
 15 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549746

   ---

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: 434.44

Molecular Weight (Monoisotopic): 434.1620

AlogP: 4.65

#Rotatable Bonds: 6

Polar Surface Area: 111.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.17

CX Basic pKa: 6.27

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -1.11

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