A2315A   Click here for help

GtoPdb Ligand ID: 10846

Compound class: Synthetic organic
Comment: A2315 (plauracin) is a new member of the virginiamycin family of antibacterials. Physical and chemical data indicate that it is related to ostreogrycin A. The INN record states that plauracin is a complex, isolated from Actinoplanes auranticolor ATCC 31011, allocates CAS registry number 62107-94-2, but does not provide a chemical structure. A proposed chemical structure for one component (A2315A) is presented in [1], which generates the SMILES string used here. This maps to PubChem CID 10368807. The structure of the other component is unclear.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 1
Topological polar surface area 150.99
Molecular weight 503.26
XLogP 2.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES O=C1NC/C=C/C(=C/C(O)CC(O)Cc2nc(C(=O)NC(C(=O)OC(C(/C=C/1)C)C(C)C)C)co2)/C
Isomeric SMILES O=C1NC/C=C/C(=C/C(O)CC(O)Cc2nc(C(=O)NC(C(=O)OC(C(/C=C/1)C)C(C)C)C)co2)/C
InChI InChI=1S/C26H37N3O7/c1-15(2)24-17(4)8-9-22(32)27-10-6-7-16(3)11-19(30)12-20(31)13-23-29-21(14-35-23)25(33)28-18(5)26(34)36-24/h6-9,11,14-15,17-20,24,30-31H,10,12-13H2,1-5H3,(H,27,32)(H,28,33)/b7-6+,9-8+,16-11+
InChI Key SAQNYTQFLPVTNJ-JYXGQRMOSA-N
References
1. Chamberlin JW, Chen S. (1977)
A2315, new antibiotics produced by Actinoplanes philippinensis. 2. Structure of A2315A.
J Antibiot, 30 (3): 197-201. [PMID:405354]