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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: N-[2-[4-[n-(hexyloxycarbonyl)amidino]phenylaminomethyl]-1-methyl-1h-benzimidazol-5-ylcarbonyl]-n-(2-pyridyl)-beta-alanine ethyl ester, Rabigatran etexilate, Bibr1048, Bcpp000269, Bibr-1048 - dabigatran etexilate, Akos015900928

Molecular Formula

C₃₄H₄₁N₇O₅

Molecular Weight

627.7 g/mol

InChI Key

KSGXQBZTULBEEQ-UHFFFAOYSA-N

1 2D Structure

Pradax

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl 3-[[2-[[4-[(Z)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate

2.1.2 InChI

InChI=1S/C34H41N7O5/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-15-26(16-13-24)37-23-30-38-27-22-25(14-17-28(27)40(30)3)33(43)41(20-18-31(42)45-5-2)29-11-8-9-19-36-29/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44)

2.1.3 InChI Key

KSGXQBZTULBEEQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCCCOC(=O)N=C(C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4)N

2.1.5 Isomeric SMILES

CCCCCCOC(=O)/N=C(/C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=N4)\N

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. N-[2-[4-[n-(hexyloxycarbonyl)amidino]phenylaminomethyl]-1-methyl-1h-benzimidazol-5-ylcarbonyl]-n-(2-pyridyl)-beta-alanine Ethyl Ester

2. Rabigatran Etexilate

3. Bibr1048

4. Bcpp000269

5. Bibr-1048 - Dabigatran Etexilate

6. Akos015900928

7. Am81239

8. Bcp9000578

9. Bs-1001

10. Ncgc00390544-02

11. Ab01563294_01

12. 915b069

13. Q-102504

14. Hexyl2-(4-(((5-((3-ethoxy-3-oxopropyl)(pyridin-2-yl)carbamoyl)-1-methyl-1h-benzo[d]imidazol-2-yl)methyl)amino)benzylidene)hydrazinecarboxylate

2.3 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₄₁N₇O₅
Molecular Weight	627.7 g/mol
XLogP3	5.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	17
Exact Mass	627.31691743 g/mol
Monoisotopic Mass	627.31691743 g/mol
Topological Polar Surface Area	154 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	1000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 1
Drug Name	PRADAXA
Active Ingredient	DABIGATRAN ETEXILATE MESYLATE
Company	BOEHRINGER INGELHEIM (Application Number: N022512. Patents: 6087380, 7866474, 7932273, 9034822)