2-(5-chloro-2-(4-(4-methoxyphenylsulfonamido)-3-methylphenylamino)pyrimidin-4-ylamino)-N-methylbenzamide

ID: ALA4095740

PubChem CID: 137655244

Max Phase: Preclinical

Molecular Formula: C26H25ClN6O4S

Molecular Weight: 553.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Nc1nc(Nc2ccc(NS(=O)(=O)c3ccc(OC)cc3)c(C)c2)ncc1Cl

Standard InChI:  InChI=1S/C26H25ClN6O4S/c1-16-14-17(8-13-22(16)33-38(35,36)19-11-9-18(37-3)10-12-19)30-26-29-15-21(27)24(32-26)31-23-7-5-4-6-20(23)25(34)28-2/h4-15,33H,1-3H3,(H,28,34)(H2,29,30,31,32)

Standard InChI Key:  YTMWTPOFVBPCRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.5529   -5.4149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.1439   -6.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9712   -0.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9701   -1.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6781   -1.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3878   -1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3850   -0.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6763   -0.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2621   -1.7393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0961   -1.7383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   24.5523   -3.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2602   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9706   -3.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9681   -2.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.8039   -2.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0911   -0.0969    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.5095   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2193   -2.9522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5055   -1.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9249   -2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2606   -5.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8452   -5.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8497   -4.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1426   -3.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4342   -4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4373   -5.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1449   -5.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7257   -3.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0188   -4.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6794   -4.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
  7 11  1  0
 10 12  1  0
 12 13  2  0
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 11 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
  8 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 15 29  1  0
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  2 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
 36 37  1  0
 16 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095740

   ---

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: 553.04

Molecular Weight (Monoisotopic): 552.1347

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 134.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.57

CX Basic pKa: 2.90

CX LogP: 6.02

CX LogD: 6.00

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: -1.82

References

1. Qu M, Liu Z, Zhao D, Wang C, Zhang J, Tang Z, Liu K, Shu X, Yuan H, Ma X..  (2017)  Design, synthesis and biological evaluation of sulfonamide-substituted diphenylpyrimidine derivatives (Sul-DPPYs) as potent focal adhesion kinase (FAK) inhibitors with antitumor activity.,  25  (15): [PMID:28576633] [10.1016/j.bmc.2017.05.044]

Source

Source(1):

• Scientific Literature