Metabolite Dabigatran 2-O-acylglucuronide metabolite

Name

Dabigatran 2-O-acylglucuronide metabolite

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 647.645
Monoisotopic: 647.233975671

Chemical Formula

C₃₁H₃₃N₇O₉

InChI Key

XVZKHJMRXRIQGP-AXVKBXRTSA-N

InChI

InChI=1S/C31H33N7O9/c1-37-20-10-7-17(14-19(20)36-22(37)15-35-18-8-5-16(6-9-18)28(32)33)29(42)38(21-4-2-3-12-34-21)13-11-23(39)46-27-25(41)24(40)26(30(43)44)47-31(27)45/h2-10,12,14,24-27,31,35,40-41,45H,11,13,15H2,1H3,(H3,32,33)(H,43,44)/t24-,25-,26-,27?,31?/m0/s1

IUPAC Name

(2S,3S,4S)-5-({3-[1-(2-{[(4-carbamimidoylphenyl)amino]methyl}-1-methyl-1H-1,3-benzodiazol-5-yl)-N-(pyridin-2-yl)formamido]propanoyl}oxy)-3,4,6-trihydroxyoxane-2-carboxylic acid

SMILES

CN1C(CNC2=CC=C(C=C2)C(N)=N)=NC2=C1C=CC(=C2)C(=O)N(CCC(=O)OC1C(O)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O)C1=NC=CC=C1

Reactions

Dabigatran etexilate

BIBR0951/M2
- BIBR0951/M2
  
  Dabigatran

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a5a-0005019000-5b89e46dbc39b9fe22b3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004j-2101296000-32a570a728e3dca22b2d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-0011239000-a9cf741c2728e18f8b3b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0f6t-0539485000-608006f6712bb3f34c0b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0bu0-0504912000-70bae84fce96b80a3517
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0536-8494412000-10c1b3298e05eb381e9e

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	231.83107	predicted	DeepCCS 1.0 (2019)
[M+H]+	233.67892	predicted	DeepCCS 1.0 (2019)
[M+Na]+	239.5464	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.182 mg/mL	ALOGPS
logP	1.19	ALOGPS
logP	-1.9	Chemaxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.98	Chemaxon
pKa (Strongest Basic)	12.46	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	13	Chemaxon
Hydrogen Donor Count	7	Chemaxon
Polar Surface Area	246.44 Å²	Chemaxon
Rotatable Bond Count	12	Chemaxon
Refractivity	175.56 m³·mol^-1	Chemaxon
Polarizability	67.11 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Dabigatran 2-O-acylglucuronide metabolite

Structure for Dabigatran 2-O-acylglucuronide metabolite

Collision Cross Sections (CCS)