Metabolite M1 (Macitentan)

Name

M1 (Macitentan)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 722.32
Monoisotopic: 719.948488

Chemical Formula

C₂₂H₂₂Br₂N₆O₁₀S

InChI Key

XDXDAMUBLZCGSZ-YEBSBHECSA-N

InChI

InChI=1S/C22H22Br2N6O10S/c23-11-3-1-10(2-4-11)13-18(27-9-28-19(13)38-5-6-39-22-25-7-12(24)8-26-22)29-41(36,37)30-20-16(33)14(31)15(32)17(40-20)21(34)35/h1-4,7-9,14-17,20,30-33H,5-6H2,(H,34,35)(H,27,28,29)/t14-,15-,16+,17-,20?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-({[5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfamoyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

O[C@@H]1[C@@H](O)C(NS(=O)(=O)NC2=C(C(OCCOC3=NC=C(Br)C=N3)=NC=N2)C2=CC=C(Br)C=C2)O[C@@H]([C@H]1O)C(O)=O

Reactions

Macitentan

M6

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00di-0010030900-4216c82c437088bb8175
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0gb9-0100290100-ab5e601106a4046a14df
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0fi0-0321091700-50e21479df3881d554d4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0g4i-0114396300-a673b1035c24c29aae62
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fmr-3100491000-33e795a8bd105ad8e4eb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00dr-1121291000-f0856802ea0682701346

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	221.02684	predicted	DeepCCS 1.0 (2019)
[M+H]+	223.42238	predicted	DeepCCS 1.0 (2019)
[M+Na]+	229.28377	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.451 mg/mL	ALOGPS
logP	1.41	ALOGPS
logP	0.71	Chemaxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.78	Chemaxon
pKa (Strongest Basic)	-3.7	Chemaxon
Physiological Charge	-2	Chemaxon
Hydrogen Acceptor Count	15	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	235.44 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	145.24 m³·mol^-1	Chemaxon
Polarizability	60.89 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite M1 (Macitentan)

Structure for M1 (Macitentan)

Collision Cross Sections (CCS)