5-chloro-N4-(2-isopropylsulfonylphenyl)-N2-[5-methyl-2-(1,1,2,2,2-pentadeuterioethoxy)-4-(4-piperidyl)phenyl]pyrimidine-2,4-diamine

ID: ALA4451829

PubChem CID: 155521645

Max Phase: Preclinical

Molecular Formula: C27H34ClN5O3S

Molecular Weight: 544.12

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H34ClN5O3S/c1-5-36-24-15-20(19-10-12-29-13-11-19)18(4)14-23(24)32-27-30-16-21(28)26(33-27)31-22-8-6-7-9-25(22)37(34,35)17(2)3/h6-9,14-17,19,29H,5,10-13H2,1-4H3,(H2,30,31,32,33)/i1D3,5D2

Standard InChI Key:  UPTWBUUDINOIEZ-RPIBLTHZSA-N

Molfile:  

 
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   19.0222   -1.3669    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  ISO  5   1   2   3   2  40   2  41   2  42   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: 544.12

Molecular Weight (Monoisotopic): 543.2071

AlogP: 5.97

#Rotatable Bonds: 9

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: 5.39

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.24

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