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2D Structure
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

2D Structure

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 Weight 601.7 g/mol
Molecular Formula C32H35N5O5S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass601.23589041 g/mol
Monoisotopic Mass601.23589041 g/mol
Topological Polar Surface Area141 Ų
Heavy Atom Count43
Formal Charge0
Complexity851
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2