5-(3-methoxyphenoxy)-6-[2-(5-methylsulfanylpyrimidin-2-yl)oxyethoxy]-N-(propylsulfamoyl)pyrimidin-4-amine

ID: ALA4519822

PubChem CID: 155542285

Max Phase: Preclinical

Molecular Formula: C21H26N6O6S2

Molecular Weight: 522.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNS(=O)(=O)Nc1ncnc(OCCOc2ncc(SC)cn2)c1Oc1cccc(OC)c1

Standard InChI:  InChI=1S/C21H26N6O6S2/c1-4-8-26-35(28,29)27-19-18(33-16-7-5-6-15(11-16)30-2)20(25-14-24-19)31-9-10-32-21-22-12-17(34-3)13-23-21/h5-7,11-14,26H,4,8-10H2,1-3H3,(H,24,25,27)

Standard InChI Key:  VNLAEVZRIYGZCY-UHFFFAOYSA-N

Molfile:  

 
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519822

   ---

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: 522.61

Molecular Weight (Monoisotopic): 522.1355

AlogP: 2.90

#Rotatable Bonds: 14

Polar Surface Area: 146.68

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.26

CX Basic pKa: 3.12

CX LogP: 2.47

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.13

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