pipacycline   Click here for help

GtoPdb Ligand ID: 13612

Synonyms: mepicycline
Compound class: Synthetic organic
Comment: Pipacycline is a tetracycline antibacterial compound. Note that the structure shown here matches the CAS-assigned structure. The PubChem link, provided in the table below, is to their standardized chemical structure (CID 54686184), although this is not an exact structural match.
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

✖
Hydrogen bond acceptors 13
Hydrogen bond donors 7
Rotatable bonds 7
Topological polar surface area 194.34
Molecular weight 586.63
XLogP -1.35
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES C[C@]1(C2=CC=CC(=C2C(=O)C3=C([C@]4([C@@]([H])(C[C@@]31[H])[C@@H](C(=C(C4=O)C(=O)NCN5CCN(CC5)CCO)O)N(C)C)O)O)O)O
Isomeric SMILES O[C@@]12[C@@](C[C@]3(C(=C1O)C(=O)C=4C([C@@]3(C)O)=CC=CC4O)[H])([C@H](N(C)C)C(O)=C(C(NCN5CCN(CCO)CC5)=O)C2=O)[H]
InChI InChI=1S/C29H38N4O9/c1-28(41)15-5-4-6-18(35)19(15)23(36)20-16(28)13-17-22(31(2)3)24(37)21(26(39)29(17,42)25(20)38)27(40)30-14-33-9-7-32(8-10-33)11-12-34/h4-6,16-17,22,34-35,37-38,41-42H,7-14H2,1-3H3,(H,30,40)/t16-,17-,22-,28+,29-/m0/s1
InChI Key XATZHCXBMKRRDO-REHNUXHNSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-N-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
1270 pipacycline
Synonyms Click here for help
mepicycline
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Mepicycline
Other databases
CAS Registry No. 1110-80-1 (source: Scifinder)
ChEBI CHEBI:75262
ChEMBL Ligand CHEMBL2105824
GtoPdb PubChem SID 504705431
PubChem CID 54686184
Search Google for chemical match using the InChIKey XATZHCXBMKRRDO-REHNUXHNSA-N
Search Google for chemicals with the same backbone XATZHCXBMKRRDO
Search PubMed clinical trials pipacycline
Search PubMed titles pipacycline
Search PubMed titles/abstracts pipacycline
UniChem Compound Search for chemical match using the InChIKey XATZHCXBMKRRDO-REHNUXHNSA-N
UniChem Connectivity Search for chemical match using the InChIKey XATZHCXBMKRRDO-REHNUXHNSA-N