2-(2-(4-((2-(2-acrylamidoethylamino)-3,4-dioxocyclobut-1-enylamino)methyl)phenylamino)-5-chloropyrimidin-4-ylamino)-N-methylbenzamide

ID: ALA4752642

PubChem CID: 162652781

Max Phase: Preclinical

Molecular Formula: C28H27ClN8O4

Molecular Weight: 575.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)NCCNc1c(NCc2ccc(Nc3ncc(Cl)c(Nc4ccccc4C(=O)NC)n3)cc2)c(=O)c1=O

Standard InChI:  InChI=1S/C28H27ClN8O4/c1-3-21(38)31-12-13-32-22-23(25(40)24(22)39)33-14-16-8-10-17(11-9-16)35-28-34-15-19(29)26(37-28)36-20-7-5-4-6-18(20)27(41)30-2/h3-11,15,32-33H,1,12-14H2,2H3,(H,30,41)(H,31,38)(H2,34,35,36,37)

Standard InChI Key:  UTSSJQUIRGMHJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.4186   -8.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301   -7.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7242   -7.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0027   -7.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870   -8.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596  -10.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3913  -10.0264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129   -9.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4384   -7.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1443   -7.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1327   -8.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2933   -7.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5236   -6.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3174   -6.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4908   -8.2139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0391   -6.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1200   -5.7508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5455   -5.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1462   -4.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1681   -2.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3432   -2.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5895   -2.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5675   -3.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518   -7.1523    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9407   -2.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 34 35  1  0
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 28 33  1  0
 26 27  1  0
 25 26  1  0
 22 25  1  0
 18 19  1  0
 12 18  1  0
 15 40  1  0
 11 14  1  0
  3 11  1  0
 37 41  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752642

   ---

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: 575.03

Molecular Weight (Monoisotopic): 574.1844

AlogP: 2.90

#Rotatable Bonds: 13

Polar Surface Area: 166.24

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.80

CX Basic pKa: 3.70

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.08

Np Likeness Score: -1.19

References

1. Li B,Li Y,Tomkiewicz-Raulet C,Dao P,Lietha D,Yen-Pon E,Du Z,Coumoul X,Garbay C,Etheve-Quelquejeu M,Chen H.  (2020)  Design, Synthesis, and Biological Evaluation of Covalent Inhibitors of Focal Adhesion Kinase (FAK) against Human Malignant Glioblastoma.,  63  (21): [PMID:33119295] [10.1021/acs.jmedchem.0c01059]

2. Lu Y, Sun H..  (2020)  Progress in the Development of Small Molecular Inhibitors of Focal Adhesion Kinase (FAK).,  63  (23.0): [PMID:33058670] [10.1021/acs.jmedchem.0c01248]

Source

Source(1):

• Scientific Literature