6-[2-(2-chloro-5-methoxy-phenoxy)ethoxy]-5-(5-methylsulfanylpyrimidin-2-yl)-N-(propylsulfamoyl)pyrimidin-4-amine

ID: ALA4528516

PubChem CID: 155544917

Max Phase: Preclinical

Molecular Formula: C21H25ClN6O5S2

Molecular Weight: 541.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNS(=O)(=O)Nc1ncnc(OCCOc2cc(OC)ccc2Cl)c1-c1ncc(SC)cn1

Standard InChI:  InChI=1S/C21H25ClN6O5S2/c1-4-7-27-35(29,30)28-20-18(19-23-11-15(34-3)12-24-19)21(26-13-25-20)33-9-8-32-17-10-14(31-2)5-6-16(17)22/h5-6,10-13,27H,4,7-9H2,1-3H3,(H,25,26,28)

Standard InChI Key:  TYLZGSIGPRVNQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8905  -13.5249    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.2990  -12.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8974  -15.1593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1324  -13.5125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8422  -13.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5557  -18.4148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2655  -18.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7302  -20.0585    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  8 25  1  0
 28 31  1  0
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 20 33  1  0
 33 34  1  0
 17 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528516

   ---

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: 541.06

Molecular Weight (Monoisotopic): 540.1016

AlogP: 3.43

#Rotatable Bonds: 13

Polar Surface Area: 137.45

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.34

CX Basic pKa: 2.56

CX LogP: 3.19

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.36

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