1-(4-((5-chloro-4-((1-methyl-1H-indol-5-yl)amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)-3-(pyridin-3-ylmethyl)urea

ID: ALA4474553

PubChem CID: 155537240

Max Phase: Preclinical

Molecular Formula: C27H25ClN8O2

Molecular Weight: 529.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)NCc2cccnc2)ccc1Nc1ncc(Cl)c(Nc2ccc3c(ccn3C)c2)n1

Standard InChI:  InChI=1S/C27H25ClN8O2/c1-36-11-9-18-12-19(6-8-23(18)36)32-25-21(28)16-30-26(35-25)34-22-7-5-20(13-24(22)38-2)33-27(37)31-15-17-4-3-10-29-14-17/h3-14,16H,15H2,1-2H3,(H2,31,33,37)(H2,30,32,34,35)

Standard InChI Key:  RSLBDZCWHUTAFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3230  -18.4645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4359  -17.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3941  -18.4338    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.3811  -16.7936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2953  -18.2433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7693  -17.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 14 20  1  0
 20 21  1  0
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 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 34  2  0
 33 32  2  0
 32 29  1  0
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 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 33  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474553

   ---

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: 529.00

Molecular Weight (Monoisotopic): 528.1789

AlogP: 5.83

#Rotatable Bonds: 8

Polar Surface Area: 118.02

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.75

CX Basic pKa: 4.82

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.20

Np Likeness Score: -1.81

References

1. Chen H, Li R, Ning X, Zhao X, Jin Y, Yin Y..  (2019)  Synthesis and anti-tumor efficacy of novel 2, 4-diarylaminopyrimidine derivatives bearing N-(3-pyridinylmethyl) urea moiety as anaplastic lymphoma kinase inhibitors.,  178  [PMID:31177074] [10.1016/j.ejmech.2019.05.060]

Source

Source(1):

• Scientific Literature