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Also known as: 670220-93-6, Crenolanib besilate, Crenolanib besylate [usan], Aro-002-26, Cp-868,596-26, Mc4b01024k

Molecular Formula

C₃₂H₃₅N₅O₅S

Molecular Weight

601.7 g/mol

InChI Key

ARQUTWAXTHJROR-UHFFFAOYSA-N

FDA UNII

MC4B01024K

Crenolanib Besylate is the besylate salt form of crenolanib, an orally bioavailable benzimidazole targeting the platelet-derived growth factor receptor (PDGFR) subtypes alpha and beta and FMS-related tyrosine kinase 3 (Flt3), with potential antineoplastic activity. Upon oral administration, crenolanib binds to and inhibits both wild-type and mutated forms of PDGFR and Flt3, which may result in the inhibition of PDGFR- and Flt3-related signal transduction pathways. This results in inhibition of tumor angiogenesis and tumor cell proliferation in PDGFR and/or Flt3 overexpressing tumor cells. PDGFR and Flt3, class III receptor tyrosine kinases, are upregulated or mutated in many tumor cell types.

1 2D Structure

Crenolanib Besylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

benzenesulfonic acid;1-[2-[5-[(3-methyloxetan-3-yl)methoxy]benzimidazol-1-yl]quinolin-8-yl]piperidin-4-amine

2.1.2 InChI

InChI=1S/C26H29N5O2.C6H6O3S/c1-26(14-32-15-26)16-33-20-6-7-22-21(13-20)28-17-31(22)24-8-5-18-3-2-4-23(25(18)29-24)30-11-9-19(27)10-12-30;7-10(8,9)6-4-2-1-3-5-6/h2-8,13,17,19H,9-12,14-16,27H2,1H3;1-5H,(H,7,8,9)

2.1.3 InChI Key

ARQUTWAXTHJROR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1(COC1)COC2=CC3=C(C=C2)N(C=N3)C4=NC5=C(C=CC=C5N6CCC(CC6)N)C=C4.C1=CC=C(C=C1)S(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

MC4B01024K

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 670220-93-6

2. Crenolanib Besilate

3. Crenolanib Besylate [usan]

4. Aro-002-26

5. Cp-868,596-26

6. Mc4b01024k

7. Cp-868596-26

8. Crenolanib Besylate (usan)

9. 4-piperidinamine, 1-(2-(5-((3-methyl-3-oxetanyl)methoxy)-1h-benzimidazol-1-yl)-8- Quinolinyl)-, Benzenesulfonate (1:1)

10. Cp868596

11. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzo[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine. Phso3h

12. 4-piperidinamine, 1-(2-(5-((3-methyl-3-oxetanyl)methoxy)-1h-benzimidazol-1-yl)-8-quinolinyl)-, Benzenesulfonate (1:1)

13. 4-piperidinamine,1-[2-[5-[(3-methyl-3-oxetanyl)methoxy]-1h-benzimidazol-1-yl]-8-quinolinyl]-, Monobenzenesulfonate

14. Cp-868

15. Unii-mc4b01024k

16. Schembl4681285

17. Chembl2146086

18. Bcp24113

19. Crenolanib Besilate [who-dd]

20. Akos032947280

21. Sb16604

22. D10103

23. Q27283841

24. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzimidazol-1-yl)quinolin-8-yl)piperidin-4- Amine Monobenzenesulfonate

25. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzimidazol-1-yl)quinolin-8-yl)piperidin-4-amine Monobenzenesulfonate

26. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzo[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine Benzenesulfonate

27. 1-{2-[5-(3-methyl-oxetan-3-ylmethoxy)-benzoimidazol-1-yl]-quinolin-8-yl}-piperidin-4-ylamine Benzenesulfonate

28. Benzenesulfonic Acid;1-[2-[5-[(3-methyloxetan-3-yl)methoxy]benzimidazol-1-yl]quinolin-8-yl]piperidin-4-amine

2.4 Create Date

2007-12-04

3 Chemical and Physical Properties

Molecular Formula	C₃₂H₃₅N₅O₅S
Molecular Weight	601.7 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Exact Mass	601.23589041 g/mol
Monoisotopic Mass	601.23589041 g/mol
Topological Polar Surface Area	141 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	851
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2