5-chloro-N2-(4-((2-(dimethylamino)ethyl)(methyl)amino)-2-methoxyphenyl)-N4-(2-(ethylsulfinyl)-4-fluorophenyl)pyrimidine-2,4-diamine

ID: ALA4877409

PubChem CID: 164627272

Max Phase: Preclinical

Molecular Formula: C24H30ClFN6O2S

Molecular Weight: 521.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[S+]([O-])c1cc(F)ccc1Nc1nc(Nc2ccc(N(C)CCN(C)C)cc2OC)ncc1Cl

Standard InChI:  InChI=1S/C24H30ClFN6O2S/c1-6-35(33)22-13-16(26)7-9-20(22)28-23-18(25)15-27-24(30-23)29-19-10-8-17(14-21(19)34-5)32(4)12-11-31(2)3/h7-10,13-15H,6,11-12H2,1-5H3,(H2,27,28,29,30)

Standard InChI Key:  VLAHZAGOOADEEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   40.9784   -4.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9772   -5.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6920   -5.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4084   -5.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4056   -4.6922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6902   -4.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2638   -4.2835    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.6877   -3.4581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9720   -3.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9729   -2.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2580   -1.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5439   -2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5489   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2644   -3.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6871   -1.8105    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.4019   -2.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6865   -0.9854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   42.4107   -7.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1263   -8.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8425   -7.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8381   -7.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5505   -6.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1160   -1.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1288   -9.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4155   -9.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8444   -9.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8468  -10.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5625  -10.8785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5649  -11.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2758  -10.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8276   -1.8184    0.0000 F   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
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  6  1  1  0
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 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
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 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
 12 35  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4877409

   ---

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: 521.06

Molecular Weight (Monoisotopic): 520.1824

AlogP: 4.89

#Rotatable Bonds: 11

Polar Surface Area: 88.61

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.21

CX Basic pKa: 8.93

CX LogP: 4.16

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -1.44

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