2-(5-chloro-2-(3-methoxy-4-(4-methylphenylsulfonamido)phenylamino)pyrimidin-4-ylamino)-N-methylbenzamide

ID: ALA4101846

PubChem CID: 137661276

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(C)cc3)c(OC)c2)ncc1Cl

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

Standard InChI Key:  GHWMZFHDLZTULK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.2572  -23.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0845  -17.4169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834  -18.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914  -18.6454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5434  -21.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464  -21.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541  -22.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
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  4  5  2  0
  5  6  1  0
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  7  8  1  0
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  9  4  1  0
  5 10  1  0
  7 11  1  0
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 19 20  1  0
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 23 18  1  0
  8 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
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 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
 16 37  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101846

   ---

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: 7.49

CX Basic pKa: 2.77

CX LogP: 6.02

CX LogD: 5.80

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: -1.79

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