NAV

Reversine

Identification

Generic Name
Reversine
DrugBank Accession Number
DB07340
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 393.4854
Monoisotopic: 393.227708521
Chemical Formula
C21H27N7O
Synonyms
  • 2-(4-morpholinoanilino)-6-cyclohexylaminopurine
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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
TargetActionsOrganism
UAurora kinase BNot AvailableHumans
UInner centromere proteinNot AvailableHumans
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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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 phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Oxazinanes
Sub Class
Morpholines
Direct Parent
Phenylmorpholines
Alternative Parents
6-alkylaminopurines / Dialkylarylamines / Aniline and substituted anilines / Secondary alkylarylamines / Aminopyrimidines and derivatives / Imidolactams / Imidazoles / Heteroaromatic compounds / Oxacyclic compounds / Dialkyl ethers
show 3 more
Substituents
6-alkylaminopurine / 6-aminopurine / Amine / Aminopyrimidine / Aniline or substituted anilines / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Dialkyl ether
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tertiary amino compound, secondary amino compound, purines, morpholines (CHEBI:70723)
Affected organisms
Not Available

Chemical Identifiers

UNII
Z499CLJ023
CAS number
656820-32-5
InChI Key
ZFLJHSQHILSNCM-UHFFFAOYSA-N
InChI
InChI=1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)
IUPAC Name
N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine
SMILES
C1CCC(CC1)NC1=NC(NC2=CC=C(C=C2)N2CCOCC2)=NC2=C1N=CN2

References

General References
Not Available
PubChem Compound
210332
PubChem Substance
99443811
ChemSpider
182286
BindingDB
50170831
ChEBI
70723
ChEMBL
CHEMBL188343
ZINC
ZINC000003620786
PDBe Ligand
AD5
Wikipedia
Reversine
PDB Entries
2vgo / 5ljj / 8bak / 8ex1

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0355 mg/mLALOGPS
logP4.39ALOGPS
logP3.58Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)9.71Chemaxon
pKa (Strongest Basic)4.37Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area90.99 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity115.04 m3·mol-1Chemaxon
Polarizability43.91 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8483
Caco-2 permeable-0.5785
P-glycoprotein substrateSubstrate0.7458
P-glycoprotein inhibitor INon-inhibitor0.67
P-glycoprotein inhibitor IINon-inhibitor0.7245
Renal organic cation transporterNon-inhibitor0.5066
CYP450 2C9 substrateNon-substrate0.8733
CYP450 2D6 substrateNon-substrate0.6509
CYP450 3A4 substrateNon-substrate0.5528
CYP450 1A2 substrateInhibitor0.6139
CYP450 2C9 inhibitorNon-inhibitor0.865
CYP450 2D6 inhibitorNon-inhibitor0.7494
CYP450 2C19 inhibitorNon-inhibitor0.8159
CYP450 3A4 inhibitorNon-inhibitor0.7092
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6892
Ames testNon AMES toxic0.6422
CarcinogenicityNon-carcinogens0.9209
BiodegradationNot ready biodegradable0.9936
Rat acute toxicity2.3133 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.6357
hERG inhibition (predictor II)Inhibitor0.6126
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-58c39d7ed131b12b8cb5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-139966ee01b7b00bc7b5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-da5b21d765700e928402
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0029000000-0f9cd58e8d1da0a9fdce
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-030d-0009000000-13789b21ac5dac0d83a3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-2389000000-7b8e12b5a5474a3e4305
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-217.9489309
predicted
DarkChem Lite v0.1.0
[M-H]-192.17508
predicted
DeepCCS 1.0 (2019)
[M+H]+218.2719309
predicted
DarkChem Lite v0.1.0
[M+H]+194.59404
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.7552
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aurora kinase B
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine/tyrosine kinase activity
Specific Function
Serine/threonine-protein kinase component of the chromosomal passenger complex (CPC), a complex that acts as a key regulator of mitosis. The CPC complex has essential functions at the centromere in...
Gene Name
AURKB
Uniprot ID
Q96GD4
Uniprot Name
Aurora kinase B
Molecular Weight
39310.195 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. Inner centromere protein
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Component of the chromosomal passenger complex (CPC), a complex that acts as a key regulator of mitosis. The CPC complex has essential functions at the centromere in ensuring correct chromosome ali...
Gene Name
INCENP
Uniprot ID
Q9NQS7
Uniprot Name
Inner centromere protein
Molecular Weight
105427.925 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:20 / Updated at June 12, 2020 16:52