pipobroman   Click here for help

GtoPdb Ligand ID: 7271

Synonyms: A-8103 | Vercyte®
Approved drug
pipobroman is an approved drug
Compound class: Synthetic organic
Comment: This is a DNA alkylating agent.
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 4
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 40.62
Molecular weight 353.96
XLogP 1.15
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 BrCCC(=O)N1CCN(CC1)C(=O)CCBr
Isomeric SMILES BrCCC(=O)N1CCN(CC1)C(=O)CCBr
InChI InChI=1S/C10H16Br2N2O2/c11-3-1-9(15)13-5-7-14(8-6-13)10(16)2-4-12/h1-8H2
InChI Key NJBFOOCLYDNZJN-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
International Nonproprietary Names Click here for help
INN number INN
2049 pipobroman
Synonyms Click here for help
A-8103 | Vercyte®
Database Links Click here for help
CAS Registry No. 54-91-1
ChEMBL Ligand CHEMBL1585
DrugBank Ligand DB00236
DrugCentral Ligand 2192
GtoPdb PubChem SID 178103845
PubChem CID 4842
Search Google for chemical match using the InChIKey NJBFOOCLYDNZJN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NJBFOOCLYDNZJN
Search PubMed clinical trials pipobroman
Search PubMed titles pipobroman
Search PubMed titles/abstracts pipobroman
UniChem Compound Search for chemical match using the InChIKey NJBFOOCLYDNZJN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NJBFOOCLYDNZJN-UHFFFAOYSA-N
Wikipedia Pipobroman