Pentane-1,5-Diamine

Identification

Name
Pentane-1,5-Diamine
Accession Number
DB03854  (EXPT02275)
Type
Small Molecule
Groups
Experimental
Description

A foul-smelling diamine formed by bacterial decarboxylation of lysine. [PubChem]

Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
L90BEN6OLL
CAS number
Not Available
Weight
Average: 102.1781
Monoisotopic: 102.115698458
Chemical Formula
C5H14N2
InChI Key
VHRGRCVQAFMJIZ-UHFFFAOYSA-N
InChI
InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2
IUPAC Name
pentane-1,5-diamine
SMILES
NCCCCCN

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U2-C-methyl-D-erythritol 4-phosphate cytidylyltransferaseNot AvailableEscherichia coli (strain K12)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Aminopropylcadaverine BiosynthesisMetabolic
Tropane, Piperidine, and Pyridine Alkaloid BiosynthesisMetabolic
Lysine Degradation IMetabolic
Inner Membrane TransportMetabolic
Lysine MetabolismMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0002322
KEGG Compound
C01672
PubChem Compound
273
PubChem Substance
46508984
ChemSpider
13866593
BindingDB
50323741
ChEBI
18127
ChEMBL
CHEMBL119296
HET
N2P
PDB Entries
1gzl / 1h3m / 2oo0 / 3qj5 / 4nsl / 4ofg / 5gjp / 5h8j

Clinical Trials

Clinical Trials
Not Available

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 Solubility89.1 mg/mLALOGPS
logP-0.27ALOGPS
logP-0.4ChemAxon
logS-0.06ALOGPS
pKa (Strongest Basic)10.51ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.98 m3·mol-1ChemAxon
Polarizability13.11 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9051
Blood Brain Barrier+0.8222
Caco-2 permeable+0.8343
P-glycoprotein substrateNon-substrate0.5814
P-glycoprotein inhibitor INon-inhibitor0.959
P-glycoprotein inhibitor IINon-inhibitor0.7959
Renal organic cation transporterNon-inhibitor0.6136
CYP450 2C9 substrateNon-substrate0.9032
CYP450 2D6 substrateSubstrate0.5095
CYP450 3A4 substrateNon-substrate0.8504
CYP450 1A2 substrateNon-inhibitor0.8484
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9517
CYP450 2C19 inhibitorNon-inhibitor0.908
CYP450 3A4 inhibitorNon-inhibitor0.951
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8999
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.5746
BiodegradationNot ready biodegradable0.5764
Rat acute toxicity2.3268 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7989
hERG inhibition (predictor II)Non-inhibitor0.829
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
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)GC-MSsplash10-00di-2900000000-c1c59035a5dd2cf2397a
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)GC-MSsplash10-00di-1900000000-c7101e746f630b0d4f42
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-00di-1900000000-48b12a5bc6a62e9ed804
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)GC-MSsplash10-00di-7900000000-020b1654fcdd9f9fd0a0
GC-MS Spectrum - GC-MS (4 TMS)GC-MSsplash10-00di-1900000000-3523119399e33cc99ffd
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-00di-0900000000-6c77753590d7da1f84df
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-2900000000-c1c59035a5dd2cf2397a
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-1900000000-c7101e746f630b0d4f42
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-1900000000-48b12a5bc6a62e9ed804
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-7900000000-020b1654fcdd9f9fd0a0
GC-MS Spectrum - GC-MSGC-MSsplash10-00di-1900000000-3523119399e33cc99ffd
Mass Spectrum (Electron Ionization)MSsplash10-001i-9000000000-3462b2adf27a78b2134e
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-000i-9000000000-5817f0beec3a79f3a6c7
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0006-9000000000-22d437e302afdf2f75c0
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-000f-9000000000-afba702d0bfb9c128a1a
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-0f79-9700000000-4e9a9316d1a1ba6cc539
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-000i-9000000000-e7f100cf1764df7c5c7d
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-00kr-9000000000-dd3cb46607a44329a47e
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-000f-9000000000-e695dd1988dad38b7ab2
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-000f-9000000000-c7e19ea45810c9ff2ec7
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-0udi-0900000000-b90d873498daae7ae4d4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-8900000000-b4ffc99460cf006c6219
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fri-9300000000-10f9aa1be57f6e3ac50c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05mo-9000000000-df0b7a89c9648f6777c5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-8900000000-b4ffc99460cf006c6219
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fri-9300000000-10f9aa1be57f6e3ac50c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05mo-9000000000-df0b7a89c9648f6777c5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-c3c054bb552dc70cebbd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1900000000-d860072ec6a6efa13b55
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0g0x-9100000000-932b1baf4ef30ebec4fc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-c3c054bb552dc70cebbd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1900000000-d860072ec6a6efa13b55
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0g0x-9100000000-932b1baf4ef30ebec4fc
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0f79-9700000000-4e9a9316d1a1ba6cc539
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000i-9000000000-e7f100cf1764df7c5c7d
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00kr-9000000000-dd3cb46607a44329a47e
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000f-9000000000-e695dd1988dad38b7ab2
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000f-9000000000-f587d60dae808b85e35f
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0udi-0900000000-b90d873498daae7ae4d4
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Amines
Direct Parent
Monoalkylamines
Alternative Parents
Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Organopnictogen compound / Hydrocarbon derivative / Primary aliphatic amine / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
alkane-alpha,omega-diamine (CHEBI:18127) / an aliphatic α,ω-diamine (CADAVERINE)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Magnesium ion binding
Specific Function
Catalyzes the formation of 4-diphosphocytidyl-2-C-methyl-D-erythritol from CTP and 2-C-methyl-D-erythritol 4-phosphate (MEP).
Gene Name
ispD
Uniprot ID
Q46893
Uniprot Name
2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase
Molecular Weight
25736.995 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on October 01, 2018 13:41