dactimicin   Click here for help

GtoPdb Ligand ID: 11001

Synonyms: Formimidoyl-fortimicin A | SF-2052 | SF2052
Compound class: Natural product or derivative
Comment: Dactimicin is an aminoglycoside antibacterial produced by Dactylosporangium matsuzakiense sp. nov.[1-2].
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 12
Hydrogen bond donors 6
Rotatable bonds 8
Topological polar surface area 204.9
Molecular weight 432.27
XLogP -4.21
No. Lipinski's rules broken 2
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 CO[C@H]1[C@@H](O)[C@H](N)[C@H]([C@@H]([C@@H]1N(C(=O)CN=CN)C)O)O[C@H]1O[C@@H](CC[C@H]1N)[C@@H](N)C
Isomeric SMILES CO[C@H]1[C@@H](O)[C@H](N)[C@H]([C@@H]([C@@H]1N(C(=O)CN=CN)C)O)O[C@H]1O[C@@H](CC[C@H]1N)[C@@H](N)C
InChI InChI=1S/C18H36N6O6/c1-8(20)10-5-4-9(21)18(29-10)30-16-12(22)14(26)17(28-3)13(15(16)27)24(2)11(25)6-23-7-19/h7-10,12-18,26-27H,4-6,20-22H2,1-3H3,(H2,19,23)/t8-,9+,10-,12-,13-,14-,15+,16+,17+,18+/m0/s1
InChI Key VFBPKQSATYZKRX-WKEGKRRDSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
N-[(1S,2R,3R,4S,5S,6R)-4-amino-3-[(2R,3R,6S)-3-amino-6-[(1S)-1-aminoethyl]oxan-2-yl]oxy-2,5-dihydroxy-6-methoxycyclohexyl]-2-(aminomethylideneamino)-N-methylacetamide
Synonyms Click here for help
Formimidoyl-fortimicin A | SF-2052 | SF2052
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1086
Other databases
ChEBI CHEBI:81430
GtoPdb PubChem SID 405560442
PubChem CID 46174021
Search Google for chemical match using the InChIKey VFBPKQSATYZKRX-WKEGKRRDSA-N
Search Google for chemicals with the same backbone VFBPKQSATYZKRX
UniChem Compound Search for chemical match using the InChIKey VFBPKQSATYZKRX-WKEGKRRDSA-N
UniChem Connectivity Search for chemical match using the InChIKey VFBPKQSATYZKRX-WKEGKRRDSA-N