Ximelagatran

CAT: 0013-GTR19177844-01Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19177844-01Size:1 mg

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Description

Ximelagatran

CAS Number

192939-46-1

Product Name Alternative

Inhibitor, H 376/95, H 37695, H 376-95, H37695, H-37695, EXANTA, inhibit, Thrombin, Ximelagatran

Field of Research

Pharmacology & Drug Discovery, Protein Biochemistry

Purity

95.48% (May vary between batches)

Solubility

DMSO:55 mg/mL (116.14 mM) ; H2O:Insoluble;10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (4.22 mM)

Smiles

CCOC (=O) CN[C@H] (C1CCCCC1) C (=O) N1CC[C@H]1C (=O) NCc1ccc (cc1) C (\N) =N\O

Molecular Formula

C24H35N5O5

Molecular Weight

473.57

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Ximelagatran

Ximelagatran is a member of the class of azetidines that is melagatran in which the carboxylic acid group has been converted to the corresponding ethyl ester and in which the amidine group has been converted into the corresponding amidoxime. A prodrug for melagatran, ximelagatran was the first orally available direct thrombin inhibitor to be brought to market as an anticoagulant, but was withdrawn in 2006 following reports of it causing liver damage. It has a role as an anticoagulant, a prodrug, a serine protease inhibitor and an EC 3.4.21.5 (thrombin) inhibitor. It is a secondary carboxamide, a tertiary carboxamide, an ethyl ester, a carboxamide, a member of azetidines, a secondary amino compound and an amidoxime. It is functionally related to a melagatran. It is a tautomer of a ximelagatran (hydroxylamine form).

CAS Number	192939-46-1
PubChem CID	9574101
IUPAC Name	ethyl 2-[[(1R)-1-cyclohexyl-2-[(2S)-2-[[4-[(Z)-N'-hydroxycarbamimidoyl]phenyl]methylcarbamoyl]azetidin-1-yl]-2-oxoethyl]amino]acetate
Molecular Formula	C24H35N5O5
Molecular Weight	473.6
XLogP	2.2
Topological Polar Surface Area	146
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	11
Heavy Atom Count	34
Formal Charge	0
Complexity	731

SMILES

CCOC(=O)CN[C@H](C1CCCCC1)C(=O)N2CC[C@H]2C(=O)NCC3=CC=C(C=C3)/C(=N/O)/N

InChI

InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1

InChIKey

ZXIBCJHYVWYIKI-PZJWPPBQSA-N

Chemical Structure

2D Structure

CAS: 192939-46-1

CID: 9574101

Formula: C24H35N5O5

MW: 473.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	473.6
XLogP3	2.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	11
Exact Mass	473.26381923
Monoisotopic Mass	473.26381923
Topological Polar Surface Area	146 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	731
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
FX28738-01	Ximelagatran

Ximelagatran

Chemical Information

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