Ala-geninthiocin

Identification

Generic Name
Ala-geninthiocin
DrugBank Accession Number
DB15657
Background

Ala-geninthiocin is a novel thiopeptide antibacterial compound derived from marine Streptomyces species.1 It has exhibited potent in vitro activity against gram-positive bacteria including Staphylococcus aureus, Bacillus subtilis, Mycobacterium smegmatis, and Micrococcus luteus.1

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 1134.11
Monoisotopic: 1133.340977176
Chemical Formula
C50H51N15O15S
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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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.
DrugInteraction
AcenocoumarolThe risk or severity of bleeding can be increased when Ala-geninthiocin is combined with Acenocoumarol.
AmbroxolThe risk or severity of methemoglobinemia can be increased when Ala-geninthiocin is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Ala-geninthiocin is combined with Articaine.
BCG vaccineThe therapeutic efficacy of BCG vaccine can be decreased when used in combination with Ala-geninthiocin.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Ala-geninthiocin is combined with Benzocaine.
Food Interactions
Not Available

Categories

Drug Categories
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BBBBJIKNQHYHNP-LIDBZPKISA-N
InChI
InChI=1S/C50H51N15O15S/c1-12-27-48-61-30(16-79-48)41(72)54-21(5)39(70)65-35(50(10,11)77)45(76)57-23(7)47-64-33(25(9)80-47)44(75)55-20(4)38(69)56-22(6)46-60-29(15-78-46)34-26(49-62-31(17-81-49)42(73)63-32(24(8)66)43(74)59-27)13-14-28(58-34)40(71)53-19(3)37(68)52-18(2)36(51)67/h12-18,24,32,35,66,77H,3-7H2,1-2,8-11H3,(H2,51,67)(H,52,68)(H,53,71)(H,54,72)(H,55,75)(H,56,69)(H,57,76)(H,59,74)(H,63,73)(H,65,70)/b27-12-/t18-,24-,32-,35+/m0/s1
IUPAC Name
N-[(1S)-1-carbamoylethyl]-2-{[(14S,17Z,27S)-17-ethylidene-14-[(1S)-1-hydroxyethyl]-27-(2-hydroxypropan-2-yl)-33-methyl-24,30,37,40-tetramethylidene-12,15,22,25,28,35,38-heptaoxo-19,32,42-trioxa-9-thia-3,13,16,23,26,29,36,39,44,45,46,47-dodecaazahexacyclo[39.2.1.1^{8,11}.1^{18,21}.1^{31,34}.0^{2,7}]heptatetraconta-1(43),2,4,6,8(47),10,18(46),20,31(45),33,41(44)-undecaen-4-yl]formamido}prop-2-enamide
SMILES
C\C=C1/NC(=O)[C@@H](NC(=O)C2=CSC(=N2)C2=CC=C(N=C2C2=COC(=N2)C(=C)NC(=O)C(=C)NC(=O)C2=C(C)OC(=N2)C(=C)NC(=O)[C@@H](NC(=O)C(=C)NC(=O)C2=COC1=N2)C(C)(C)O)C(=O)NC(=C)C(=O)N[C@@H](C)C(N)=O)[C@H](C)O

References

General References
  1. Iniyan AM, Sudarman E, Wink J, Kannan RR, Vincent SGP: Ala-geninthiocin, a new broad spectrum thiopeptide antibiotic, produced by a marine Streptomyces sp. ICN19. J Antibiot (Tokyo). 2019 Feb;72(2):99-105. doi: 10.1038/s41429-018-0115-2. Epub 2018 Oct 24. [Article]
ChemSpider
71116011

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0146 mg/mLALOGPS
logP2.66ALOGPS
logP-3.5Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)10.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count17Chemaxon
Hydrogen Donor Count12Chemaxon
Polar Surface Area449.32 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity293.17 m3·mol-1Chemaxon
Polarizability110.49 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
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/MSsplash10-00o0-3900000002-9cd3142233b74dff9ce3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01p6-7900000000-8590b45f4f55fb6cbd7a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-9100000005-6593fa815a02fd8e9fce
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-954ab59450a8b3f1688e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02tc-9400000003-7d958cd488faa34ff133
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-9100000001-d2be51c47fa8390709c8
Chromatographic Properties
Collision Cross Sections (CCS)
Not Available

Drug created at April 01, 2020 20:01 / Updated at June 12, 2020 16:53