NAV

Cilengitide

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Cilengitide
DrugBank Accession Number
DB11890
Background

Cilengitide has been used in trials studying the treatment of Sarcoma, Gliomas, Lymphoma, Leukemia, and Lung Cancer, among others.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 588.666
Monoisotopic: 588.30199566
Chemical Formula
C27H40N8O7
Synonyms
  • Cilengitida
  • Cilengitide
  • Cilengitidum
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Cilengitide hydrochlorideSW9AYG2XI2188969-00-8JSBRBZVFFMRGCI-LOPTWHKWSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Oligopeptides
Alternative Parents
Macrolactams / Alpha amino acids and derivatives / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Guanidines / Lactams / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds / Carboximidamides
show 6 more
Substituents
Alpha-amino acid or derivatives / Alpha-oligopeptide / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboximidamide / Carboxylic acid / Guanidine
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
4EDF46E4GI
CAS number
188968-51-6
InChI Key
AMLYAMJWYAIXIA-VWNVYAMZSA-N
InChI
InChI=1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1
IUPAC Name
2-[(2S,5R,8S,11S)-5-benzyl-11-(3-carbamimidamidopropyl)-7-methyl-3,6,9,12,15-pentaoxo-8-(propan-2-yl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl]acetic acid
SMILES
CC(C)[C@@H]1N(C)C(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC1=O

References

General References
Not Available
PubChem Compound
176873
PubChem Substance
347828225
ChemSpider
154046
BindingDB
50235980
ChEMBL
CHEMBL429876
ZINC
ZINC000003952216
Wikipedia
Cilengitide

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3CompletedTreatmentHigh Grade Glioma: Glioblastoma (GBM)1
2CompletedTreatmentChildhood High-grade Cerebellar Astrocytoma / Childhood High-grade Cerebral Astrocytoma / Recurrent Childhood Anaplastic Astrocytoma / Recurrent Childhood Anaplastic Oligoastrocytoma / Recurrent Childhood Anaplastic Oligodendroglioma / Recurrent Childhood Brain Tumor / Recurrent Childhood Cerebellar Astrocytoma / Recurrent Childhood Cerebral Astrocytoma / Recurrent Childhood Glioblastoma / Recurrent Childhood Visual Pathway and Hypothalamic Glioma1
2CompletedTreatmentGlioblastoma Multiforme (GBM)1
2CompletedTreatmentHigh Grade Glioma: Glioblastoma (GBM)1
2CompletedTreatmentNon-Small Cell Lung Carcinoma1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.144 mg/mLALOGPS
logP-0.96ALOGPS
logP-3.7Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)3.59Chemaxon
pKa (Strongest Basic)12.02Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count8Chemaxon
Polar Surface Area235.91 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity159.97 m3·mol-1Chemaxon
Polarizability59.8 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0000090000-78c45b53b174189679b2
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0000090000-a17b3a97bb4d2ab6853a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dr-1000190000-00037891d1df015dfb5d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004l-0000090000-3ebf06cd10fc5f1ead66
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03ei-7000950000-dcf27f980391c6d22575
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-7000950000-095b0dd4b21045fd822c
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-238.7587467
predicted
DarkChem Lite v0.1.0
[M-H]-229.33972
predicted
DeepCCS 1.0 (2019)
[M+H]+238.5927467
predicted
DarkChem Lite v0.1.0
[M+H]+231.16461
predicted
DeepCCS 1.0 (2019)
[M+Na]+236.77043
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 20:57 / Updated at January 14, 2023 19:03