4-(4-tert-butylphenylsulfonamido)-6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-N-phenylpyrimidine-2-carboxamide

ID: ALA4447655

Chembl Id: CHEMBL4447655

PubChem CID: 44213959

Max Phase: Preclinical

Molecular Formula: C30H32N4O7S

Molecular Weight: 592.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1Oc1c(NS(=O)(=O)c2ccc(C(C)(C)C)cc2)nc(C(=O)Nc2ccccc2)nc1OCCO

Standard InChI:  InChI=1S/C30H32N4O7S/c1-30(2,3)20-14-16-22(17-15-20)42(37,38)34-26-25(41-24-13-9-8-12-23(24)39-4)29(40-19-18-35)33-27(32-26)28(36)31-21-10-6-5-7-11-21/h5-17,35H,18-19H2,1-4H3,(H,31,36)(H,32,33,34)

Standard InChI Key:  ODOHYBAWFJRUBM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4447655

   4-[(4-tert-butylphenyl)sulfonylamino]-6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-N-phenylpyrimidine-2-carboxamide

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: 592.67

Molecular Weight (Monoisotopic): 592.1992

AlogP: 5.00

#Rotatable Bonds: 11

Polar Surface Area: 148.97

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.79

CX Basic pKa: ┄

CX LogP: 5.57

CX LogD: 4.60

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.22

Np Likeness Score: -1.02

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