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Chemistry

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Also known as: Ucn-02, Chembl574737, 121569-61-7, Ucn 02, Kw-2401, Ucn01

Molecular Formula

C₂₈H₂₆N₄O₄

Molecular Weight

482.5 g/mol

InChI Key

PBCZSGKMGDDXIJ-KRUBCLEUSA-N

(2S,3R,4R,6R,18S)-18-hydroxy-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1,.0,.0,.0,.0,.0,]nonacosa-8(13),9,11,14(28),15(19),20(27),21(26),22,24-nonaen-16-one is a natural product found in Streptomyces with data available.

1 2D Structure

7-Hydroxystaurosporine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S,3R,4R,6R,18S)-18-hydroxy-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one

2.1.2 InChI

InChI=1S/C28H26N4O4/c1-28-25(35-3)15(29-2)12-18(36-28)31-16-10-6-4-8-13(16)19-21-22(27(34)30-26(21)33)20-14-9-5-7-11-17(14)32(28)24(20)23(19)31/h4-11,15,18,25,27,29,34H,12H2,1-3H3,(H,30,33)/t15-,18-,25-,27+,28+/m1/s1

2.1.3 InChI Key

PBCZSGKMGDDXIJ-KRUBCLEUSA-N

2.1.4 Canonical SMILES

CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)C(NC6=O)O)NC)OC

2.1.5 Isomeric SMILES

C[C@@]12[C@@H]([C@@H](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)[C@@H](NC6=O)O)NC)OC

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 7-epi-hydroxystaurosporine

2. 7-hydroxy-staurosporine

3. 7-hydroxystaurosporine

4. 8,12-epoxy-1h,8h-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)triinden-1-one, 2,3,9,10,11,12-hexahydro-3-hydroxy-9-methoxy-8-methyl-10-(methylamino)-

5. Ucn 01

6. Ucn 02

7. Ucn-02

2.2.2 Depositor-Supplied Synonyms

1. Ucn-02

2. Chembl574737

3. 121569-61-7

4. Ucn 02

5. Kw-2401

6. Ucn01

7. Schembl16946789

8. Dtxsid60923867

9. Hms3229l19

10. Bdbm50280450

11. Nsc800958

12. Zinc33901069

13. Nsc-800958

14. Ncgc00346827-02

15. Ucn-01, >=97% (hplc), Powder

16. 8,12-epoxy-1h,8h-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)trinden-1-one, 2,3,9,10,11,12-hexahydro-3-hydroxy-9-methoxy-8-methyl-10-(methylamino)-

17. 9,13-epoxy-1h,9h-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,7)benzodiazon-1-one, 2,3,10,11,12,13-hexahydro-3-hydroxy-10-methoxy-9-methyl-11-(methylamino)-, (3-alpha,9-alpha,10-beta,11-beta,13-alpha)-

18. Hy-108262

19. Cs-0027882

20. (2s,3r,4r,6r,18s)-18-hydroxy-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one

21. 18-hydroxy-3-methoxy-2-methyl-4-methylamino-(2r,3s,4s,6s)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8(13),9,11,14(28),15(19),20(27),21(26),22,24-nonaen-16-one

22. 8-methoxy-9-methyl-7-(methylamino)-6,7,8,9-tetrahydro-5h,14h-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacene-14,16-diol

2.3 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₂₆N₄O₄
Molecular Weight	482.5 g/mol
XLogP3	2.7
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	482.19540532 g/mol
Monoisotopic Mass	482.19540532 g/mol
Topological Polar Surface Area	89.7 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	935
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

Protein Kinase Inhibitors

Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)

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