N-(7-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzamide

ID: ALA583208

PubChem CID: 45483744

Max Phase: Preclinical

Molecular Formula: C27H19F3N6O2

Molecular Weight: 516.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-n2ccc3c(NC(=O)c4ccccc4)ncnc32)cc1)Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C27H19F3N6O2/c28-27(29,30)18-7-4-8-20(15-18)34-26(38)33-19-9-11-21(12-10-19)36-14-13-22-23(31-16-32-24(22)36)35-25(37)17-5-2-1-3-6-17/h1-16H,(H2,33,34,38)(H,31,32,35,37)

Standard InChI Key:  GCRWFPGIBJORRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.3985  -17.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3974  -18.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1128  -18.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8298  -18.5473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1110  -17.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8304  -17.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4443  -17.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1030  -16.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2795  -16.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2699  -17.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6718  -17.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4967  -17.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9196  -17.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5115  -16.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6880  -16.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7452  -17.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1497  -17.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9755  -17.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7287  -18.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1332  -19.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7114  -20.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1153  -20.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9418  -20.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3628  -20.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9566  -19.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6833  -17.3070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9683  -17.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2597  -17.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9685  -18.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2605  -16.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5527  -16.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8453  -16.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8457  -17.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5480  -17.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6938  -21.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8681  -21.4805    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.0980  -22.2105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1170  -20.8996    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0
  8  9  2  0
 17 19  1  0
  9  5  1  0
 19 20  1  0
  5  1  1  0
 20 21  2  0
  7 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  2  0
 10 11  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 11 12  1  0
  1 26  1  0
  2  3  1  0
 26 27  1  0
 12 13  2  0
 27 28  1  0
  1  2  2  0
 27 29  2  0
 13 14  1  0
 28 30  2  0
  3  4  2  0
 30 31  1  0
 14 15  2  0
 31 32  2  0
 15 10  1  0
 32 33  1  0
  4  6  1  0
 33 34  2  0
 34 28  1  0
 13 16  1  0
 22 35  1  0
  6  7  1  0
 35 36  1  0
 16 17  1  0
 35 37  1  0
  7  8  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA583208

   N-[7-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrrolo[2,3-d]pyrimidin-4-yl]benzamide

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: 516.48

Molecular Weight (Monoisotopic): 516.1522

AlogP: 6.34

#Rotatable Bonds: 5

Polar Surface Area: 100.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.62

CX Basic pKa: 1.99

CX LogP: 6.11

CX LogD: 6.11

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: -1.54

References

1. Jung MH, Kim H, Choi WK, El-Gamal MI, Park JH, Yoo KH, Sim TB, Lee SH, Baek D, Hah JM, Cho JH, Oh CH..  (2009)  Synthesis of pyrrolo[2,3-d]pyrimidine derivatives and their antiproliferative activity against melanoma cell line.,  19  (23): [PMID:19857963] [10.1016/j.bmcl.2009.10.051]

Source

Source(1):

• Scientific Literature