NAV

XL-888

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

Identification

Generic Name
XL-888
DrugBank Accession Number
DB12981
Background

XL888 has been used in trials studying the treatment of Cancer and Melanoma.

Type
Small Molecule
Groups
Investigational
Structure
Similar Structures
Weight
Average: 503.6358
Monoisotopic: 503.289640075
Chemical Formula
C29H37N5O3
Synonyms
  • EXEL-4888
  • XL888
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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

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane.
Kingdom
Organic compounds
Super Class
Alkaloids and derivatives
Class
Tropane alkaloids
Sub Class
Not Available
Direct Parent
Tropane alkaloids
Alternative Parents
Phenylalkylamines / Aminotoluenes / Aniline and substituted anilines / Aryl alkyl ketones / Dialkylarylamines / Secondary alkylarylamines / Aminopyridines and derivatives / Piperidines / Imidolactams / Pyrrolidines
show 7 more
Substituents
Amine / Aminopyridine / Aminotoluene / Aniline or substituted anilines / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl ketone / Azacycle / Benzenoid / Carboximidic acid
show 24 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
7M346920EV
CAS number
1149705-71-4
InChI Key
LHGWWAFKVCIILM-HLRQEUIKSA-N
InChI
InChI=1S/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/t17-,20-,21+,22-/m1/s1
IUPAC Name
5-{[(2R)-butan-2-yl]amino}-N1-[(1R,3R,5S)-8-(5-cyclopropanecarbonylpyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl]-2-methylbenzene-1,4-dicarboxamide
SMILES
CC[C@@H](C)NC1=C(C=C(C)C(=C1)C(=O)N[C@@H]1C[C@@H]2CC[C@H](C1)N2C1=CC=C(C=N1)C(=O)C1CC1)C(N)=O

References

General References
Not Available
PubChem Compound
60147023
PubChem Substance
347829120
ChemSpider
32698341
ChEMBL
CHEMBL4297451
ZINC
ZINC000118868440
PDBe Ligand
99B
PDB Entries
4awo

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Active Not RecruitingTreatmentCancer of the Skin / Melanoma1
1CompletedTreatmentColorectal Adenocarcinoma / Pancreatic Adenocarcinoma Metastatic / Pancreatic Carcinoma Stage III / Recurrent Colorectal Carcinoma / Recurrent Pancreatic Carcinoma / Stage III Colorectal Cancer / Stage IIIA Colorectal Cancer / Stage IIIB Colorectal Cancer / Stage IV Colorectal Cancer / Stage IV Pancreatic Cancer / Stage IVA Colorectal Cancer / Stage IVA Pancreatic Cancer / Stage IVB Colorectal Cancer / Stage IVB Pancreatic Cancer / Unresectable Pancreatic Carcinoma1
1CompletedTreatmentMelanoma1
1TerminatedTreatmentCancer1

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 Solubility0.0153 mg/mLALOGPS
logP3.72ALOGPS
logP3.99Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)14.29Chemaxon
pKa (Strongest Basic)5.01Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area117.42 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity146.83 m3·mol-1Chemaxon
Polarizability56.15 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
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/MSsplash10-0udr-0000490000-b43d61aa9d2d82a1cb0a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0040190000-50e8b906c01eae64abe9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-2010960000-290d86141601e0903be2
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0040960000-4b1d9437c8ebb878271a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0hi7-0123910000-d0ce8d5e7b035a43f363
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ked-0419620000-33329051a628ef76cf67
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-217.42159
predicted
DeepCCS 1.0 (2019)
[M+H]+219.24648
predicted
DeepCCS 1.0 (2019)
[M+Na]+224.89735
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 01:46 / Updated at February 18, 2023 02:02