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

ID: ALA4514956

PubChem CID: 155539566

Max Phase: Preclinical

Molecular Formula: C24H28N7OP

Molecular Weight: 461.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CP(C)(=O)c1ccccc1Nc1nc(Nc2ccc(N3CCNCC3)cc2)nc2[nH]ccc12

Standard InChI:  InChI=1S/C24H28N7OP/c1-33(2,32)21-6-4-3-5-20(21)28-23-19-11-12-26-22(19)29-24(30-23)27-17-7-9-18(10-8-17)31-15-13-25-14-16-31/h3-12,25H,13-16H2,1-2H3,(H3,26,27,28,29,30)

Standard InChI Key:  HUGRUEGVTPBREF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   27.0922  -16.0906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0911  -16.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8033  -17.3232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5171  -16.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5114  -16.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8015  -15.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9717  -14.8761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7868  -14.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1220  -15.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2302  -17.3200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2350  -18.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5293  -18.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5337  -19.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2443  -19.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9520  -19.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9441  -18.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6474  -18.1193    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.3594  -18.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6386  -17.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6415  -18.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3789  -17.3223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3783  -18.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6660  -18.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6650  -19.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3771  -19.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0916  -19.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0891  -18.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3795  -20.6002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6702  -21.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6687  -21.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3748  -22.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0841  -21.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0873  -21.0061    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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4514956

   ---

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: 461.51

Molecular Weight (Monoisotopic): 461.2093

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 97.97

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: 8.91

CX LogP: 3.59

CX LogD: 2.06

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.17

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