5-chloro-N4-(2-(ethylsulfinyl)-4-fluorophenyl)-N2-(2-methoxy-4-(4-methyl-1,4-diazepan-1-yl)phenyl)pyrimidine-2,4-diamine

ID: ALA4861523

PubChem CID: 164615858

Max Phase: Preclinical

Molecular Formula: C25H30ClFN6O2S

Molecular Weight: 533.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[S+]([O-])c1cc(F)ccc1Nc1nc(Nc2ccc(N3CCCN(C)CC3)cc2OC)ncc1Cl

Standard InChI:  InChI=1S/C25H30ClFN6O2S/c1-4-36(34)23-14-17(27)6-8-21(23)29-24-19(26)16-28-25(31-24)30-20-9-7-18(15-22(20)35-3)33-11-5-10-32(2)12-13-33/h6-9,14-16H,4-5,10-13H2,1-3H3,(H2,28,29,30,31)

Standard InChI Key:  WHXOECBMCCQXEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.4428   -5.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1577   -5.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8741   -5.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8712   -4.5547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1559   -4.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7295   -4.1459    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   33.7301   -3.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1527   -1.6729    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.8675   -2.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5920   -8.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.3037   -7.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0161   -6.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5944   -9.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9544  -10.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1638  -10.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7906  -11.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2933   -1.6809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4 18  1  0
 26 19  1  0
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 20 21  2  0
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 16 27  1  0
 23 28  1  0
 28 29  1  0
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 28 31  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
 31 32  1  0
 34 35  1  0
 12 36  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4861523

   ---

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: 533.07

Molecular Weight (Monoisotopic): 532.1824

AlogP: 5.03

#Rotatable Bonds: 8

Polar Surface Area: 88.61

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.21

CX Basic pKa: 8.85

CX LogP: 4.05

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -1.49

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