N-Methylmesoporphyrin

Identification

Generic Name
N-Methylmesoporphyrin
DrugBank Accession Number
DB01911
Background

N-methylmesoporphyrin is a solid. This compound belongs to the porphyrins. These are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure. This medication is known to target ferrochelatase.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 580.7165
Monoisotopic: 580.304955788
Chemical Formula
C35H40N4O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UFerrochelataseNot AvailableBacillus subtilis (strain 168)
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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
142234-85-3
InChI Key
YNWHQWMCLCANDI-YIYRCNGCSA-N
InChI
InChI=1S/C35H40N4O4/c1-8-22-18(3)28-17-33-23(9-2)21(6)32(39(33)7)16-27-20(5)25(11-13-35(42)43)31(38-27)15-30-24(10-12-34(40)41)19(4)26(36-30)14-29(22)37-28/h14-17,36H,8-13H2,1-7H3,(H,40,41)(H,42,43)/b26-14-,27-16-,28-17-,29-14-,30-15-,31-15-,32-16-,33-17-
IUPAC Name
3-[20-(2-carboxyethyl)-10,15-diethyl-5,9,14,19,23-pentamethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),4,6,8,10,12,14,16(22),17,19-undecaen-4-yl]propanoic acid
SMILES
CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N\C(=C/C1=N2)C(C)=C5CCC(O)=O)C(CCC(O)=O)=C4C)N3C

References

General References
Not Available
PubChem Compound
444708
PubChem Substance
46509026
ChemSpider
25058769
ChEBI
44085
PDBe Ligand
MMP
PDB Entries
1c1h / 1n7m / 1ngw / 4fxm / 4g0f / 6p45 / 6pnk / 7mkt / 8d78 / 8d79
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Clinical Trials

Clinical Trials
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 Solubility0.0383 mg/mLALOGPS
logP4.96ALOGPS
logP7.03Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)3.8Chemaxon
pKa (Strongest Basic)5.2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area121.1 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity168.62 m3·mol-1Chemaxon
Polarizability67.64 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.575
Blood Brain Barrier-0.6615
Caco-2 permeable-0.6378
P-glycoprotein substrateSubstrate0.6683
P-glycoprotein inhibitor INon-inhibitor0.6495
P-glycoprotein inhibitor IINon-inhibitor0.808
Renal organic cation transporterNon-inhibitor0.8287
CYP450 2C9 substrateNon-substrate0.7953
CYP450 2D6 substrateNon-substrate0.817
CYP450 3A4 substrateSubstrate0.5436
CYP450 1A2 substrateInhibitor0.6638
CYP450 2C9 inhibitorInhibitor0.5569
CYP450 2D6 inhibitorNon-inhibitor0.7389
CYP450 2C19 inhibitorNon-inhibitor0.8054
CYP450 3A4 inhibitorNon-inhibitor0.8473
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.869
Ames testNon AMES toxic0.6808
CarcinogenicityNon-carcinogens0.8961
BiodegradationNot ready biodegradable0.817
Rat acute toxicity2.6137 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9801
hERG inhibition (predictor II)Non-inhibitor0.917
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/MSsplash10-01q9-0000090000-b05faa23558cd86fcca9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0000090000-526dc834ee90fe19f9dc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03ea-0000090000-c3faa2d4bf1033fa9bc4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-06rf-3000590000-01ef6ee252f2d4b4338d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-060r-0000490000-93f1fcc8580371ee17ef
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-1000950000-9161a46547b2dd340ce2
Chromatographic Properties
Collision Cross Sections (CCS)
Not Available

Targets

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Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the ferrous insertion into protoporphyrin IX.
Gene Name
hemH
Uniprot ID
P32396
Uniprot Name
Ferrochelatase
Molecular Weight
35347.555 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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52