N-(5-(5-chloro-4-(2-(ethylsulfinyl)phenylamino)pyrimidin-2-ylamino)-2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxyphenyl)propionamide

ID: ALA4879362

PubChem CID: 164628394

Max Phase: Preclinical

Molecular Formula: C27H36ClN7O3S

Molecular Weight: 574.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cc(Nc2ncc(Cl)c(Nc3ccccc3[S+]([O-])CC)n2)c(OC)cc1N(C)CCN(C)C

Standard InChI:  InChI=1S/C27H36ClN7O3S/c1-7-25(36)30-20-15-21(23(38-6)16-22(20)35(5)14-13-34(3)4)32-27-29-17-18(28)26(33-27)31-19-11-9-10-12-24(19)39(37)8-2/h9-12,15-17H,7-8,13-14H2,1-6H3,(H,30,36)(H2,29,31,32,33)

Standard InChI Key:  ZUBFRVSCYXCBQL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
   20.5281   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5270   -5.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2417   -6.3319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9582   -5.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9554   -5.0880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2399   -4.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8135   -4.6794    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2375   -3.8539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5218   -3.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5227   -2.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8078   -2.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0936   -2.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.8142   -3.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2369   -2.2062    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.9517   -2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2363   -1.3813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6733   -6.3300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6746   -7.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9595   -7.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9604   -8.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6761   -8.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3923   -8.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3879   -7.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1002   -7.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6658   -2.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6785   -9.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9652  -10.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3941  -10.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3966  -10.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1123  -11.2744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1147  -12.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8255  -10.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2464   -8.8046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5315   -8.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8174   -8.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1025   -8.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5306   -7.5679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 10 15  1  0
 15 16  1  0
 15 17  1  0
  4 18  1  0
 26 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 16 27  1  0
 23 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4879362

   ---

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: 574.15

Molecular Weight (Monoisotopic): 573.2289

AlogP: 5.10

#Rotatable Bonds: 13

Polar Surface Area: 117.71

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.05

CX Basic pKa: 8.87

CX LogP: 3.96

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -1.29

References

1. Wu F, Yao H, Li W, Zhang N, Fan Y, Chan ASC, Li X, An B..  (2021)  Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents.,  48  [PMID:34245852] [10.1016/j.bmcl.2021.128253]

Source

Source(1):

• Scientific Literature