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Also known as: Sauzivamycin, Mls002703016, 21090-35-7, Nsc143648, Sangivamycin, hydrochloride, Sangivamycin - hcl

Molecular Formula

C₁₂H₁₆ClN₅O₅

Molecular Weight

345.74 g/mol

InChI Key

WTSGTUMQZSEZIW-UHFFFAOYSA-N

Sangivamycin Hydrochloride is the salt of a deaza-adenosine antibiotic isolated from the bacterium Streptomyces rimosus with potent cytotoxic properties. Sangivamycin inhibits protein kinase C (PKC), a signaling mediator important for cell growth and differentiation. This agent may also interfere with protein synthesis by inhibiting the formation of complexes essential to the initiation of protein synthesis and DNA synthesis. (NCI04)

1 2D Structure

Sangivamycin Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide;hydrochloride

2.1.2 InChI

InChI=1S/C12H15N5O5.ClH/c13-9-6-4(10(14)21)1-17(11(6)16-3-15-9)12-8(20)7(19)5(2-18)22-12;/h1,3,5,7-8,12,18-20H,2H2,(H2,14,21)(H2,13,15,16);1H

2.1.3 InChI Key

WTSGTUMQZSEZIW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=C(C2=C(N=CN=C2N1C3C(C(C(O3)CO)O)O)N)C(=O)N.Cl

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. Sauzivamycin

2. Mls002703016

3. 21090-35-7

4. Nsc143648

5. Sangivamycin, Hydrochloride

6. Sangivamycin - Hcl

7. Chembl1988182

8. Dtxsid20417691

9. Nsc1436468

10. 7h-pyrrolo[2, 4-amino-7-.beta.-d-ribofuranosyl-, Monohydrochloride (mf1)

11. 4-amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide;hydrochloride

2.3 Create Date

2006-02-02

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₆ClN₅O₅
Molecular Weight	345.74 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	3
Exact Mass	345.0839963 g/mol
Monoisotopic Mass	345.0839963 g/mol
Topological Polar Surface Area	170 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	440
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	4
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2