4-tert-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxybenzyl)pyrimidin-4-yl)benzenesulfonamide

ID: ALA4584753

PubChem CID: 19735404

Max Phase: Preclinical

Molecular Formula: C24H29N3O5S

Molecular Weight: 471.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1Cc1c(NS(=O)(=O)c2ccc(C(C)(C)C)cc2)ncnc1OCCO

Standard InChI:  InChI=1S/C24H29N3O5S/c1-24(2,3)18-9-11-19(12-10-18)33(29,30)27-22-20(23(26-16-25-22)32-14-13-28)15-17-7-5-6-8-21(17)31-4/h5-12,16,28H,13-15H2,1-4H3,(H,25,26,27)

Standard InChI Key:  BXKRZXOFFXHLMM-UHFFFAOYSA-N

Molfile:  

 
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   15.7949   -9.1955    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.2033   -8.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6762   -9.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9670  -10.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6303  -10.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6345  -11.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0404  -10.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3295  -10.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2537  -11.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3192   -9.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6574  -14.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6064   -9.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584753

   4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-[(2-methoxyphenyl)methyl]pyrimidin-4-yl]benzenesulfonamide

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: 471.58

Molecular Weight (Monoisotopic): 471.1828

AlogP: 3.55

#Rotatable Bonds: 9

Polar Surface Area: 110.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.50

CX Basic pKa: 3.23

CX LogP: 4.36

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.06

References

1. Boss C, Bolli MH, Gatfield J..  (2016)  From bosentan (Tracleer®) to macitentan (Opsumit®): The medicinal chemistry perspective.,  26  (15): [PMID:27321813] [10.1016/j.bmcl.2016.06.014]

Source

Source(1):

• Scientific Literature