5-chloro-N4-(2-isopropylsulfonylphenyl)-N2-[5-methyl-4-(4-piperidyl)-2-(trideuteriomethoxy)phenyl]pyrimidine-2,4-diamine

ID: ALA4464582

PubChem CID: 138454797

Max Phase: Preclinical

Molecular Formula: C26H32ClN5O3S

Molecular Weight: 530.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [2H]C([2H])([2H])Oc1cc(C2CCNCC2)c(C)cc1Nc1ncc(Cl)c(Nc2ccccc2S(=O)(=O)C(C)C)n1

Standard InChI:  InChI=1S/C26H32ClN5O3S/c1-16(2)36(33,34)24-8-6-5-7-21(24)30-25-20(27)15-29-26(32-25)31-22-13-17(3)19(14-23(22)35-4)18-9-11-28-12-10-18/h5-8,13-16,18,28H,9-12H2,1-4H3,(H2,29,30,31,32)/i4D3

Standard InChI Key:  BXJYIWUWXJWABE-GKOSEXJESA-N

Molfile:  

 
     RDKit          2D

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    7.2431   -1.5320    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    3.0094   -3.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5940   -3.9915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5890   -4.8041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  ISO  3  37   2  38   2  39   2
M  END

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: 530.09

Molecular Weight (Monoisotopic): 529.1914

AlogP: 5.58

#Rotatable Bonds: 8

Polar Surface Area: 105.24

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.58

CX Basic pKa: 10.07

CX LogP: 5.03

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -1.14

References

1. Das D, Wang J, Li Y, Shi J, Hong J..  (2019)  Design, synthesis of orally bioavailable novel anaplastic lymphoma kinase (ALK) inhibitor diphenylaminopyrimidine analogs and efficacy study on NCI-H2228 xenografts mice model.,  29  (12): [PMID:31005443] [10.1016/j.bmcl.2019.04.012]

Source

Source(1):

• Scientific Literature