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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H40N4O7
Molecular Weight 556.6505
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OMADACYCLINE

SMILES

[H][C@@]12CC3=C(C=C(CNCC(C)(C)C)C(O)=C3C(=O)C1=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]4([H])C2)N(C)C

InChI

InChIKey=JEECQCWWSTZDCK-IQZGDKDPSA-N
InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34,36-37,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1

HIDE SMILES / InChI
Molecular Formula C29H40N4O7
Molecular Weight 556.6505
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:45:49 UTC 2023
Edited
by admin
on Fri Dec 15 16:45:49 UTC 2023
Record UNII
090IP5RV8F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OMADACYCLINE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
Omadacycline [WHO-DD]
Common Name English
OMADACYCLINE [MI]
Common Name English
omadacycline [INN]
Common Name English
2-NAPHTHACENECARBOXAMIDE, 4,7-BIS(DIMETHYLAMINO)-9-(((2,2-DIMETHYLPROPYL)AMINO)METHYL)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-, (4S,4AS,5AR,12AS)-
Common Name English
AMADACYCLINE
Common Name English
(4S,4AS,5AR,12AS)-4,7-BIS(DIMETHYLAMINO)-9-(((2,2-DIMETHYLPROPYL)AMINO)METHYL)-3,10,12,12A- TETRAHYDROXY-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE
Common Name English
BAY 73-6944
Code English
OMADACYCLINE [USAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 741020
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
NCI_THESAURUS C258
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID201027687
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
SMS_ID
100000166996
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
PUBCHEM
54697325
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
EVMPD
SUB181298
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
CAS
389139-89-3
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
DAILYMED
090IP5RV8F
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
ChEMBL
CHEMBL1689772
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
LACTMED
Omadacycline
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
DRUG CENTRAL
5299
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
FDA UNII
090IP5RV8F
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
INN
9186
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
RXCUI
2059269
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
WIKIPEDIA
Omadacycline
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
NCI_THESAURUS
C90688
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
MERCK INDEX
m12098
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
DRUG BANK
DB12455
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
USAN
UU-139
Created by admin on Fri Dec 15 16:45:49 UTC 2023 , Edited by admin on Fri Dec 15 16:45:49 UTC 2023
PRIMARY
Related Record Type Details
STAPHYLOCOCCUS LUGDUNENSIS
TARGET ORGANISM->INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
Plasma protein binding of omadacycline is approximately 20% and is not concentration dependent.
BINDING
MYCOPLASMA PNEUMONIAE
TARGET ORGANISM->INHIBITOR
KLEBSIELLA PNEUMONIAE
TARGET ORGANISM->INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
STREPTOCOCCUS PNEUMONIAE
TARGET ORGANISM->INHIBITOR
STREPTOCOCCUS ANGINOSUS
TARGET ORGANISM->INHIBITOR
STREPTOCOCCUS PYOGENES
TARGET ORGANISM->INHIBITOR
LEGIONELLA PNEUMOPHILA
TARGET ORGANISM->INHIBITOR
STAPHYLOCOCCUS AUREUS
TARGET ORGANISM->INHIBITOR
METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS
TARGET ORGANISM->INHIBITOR
ENTEROCOCCUS FAECALIS
TARGET ORGANISM->INHIBITOR
ENTEROBACTER CLOACAE
TARGET ORGANISM->INHIBITOR
Structure of OMADACYCLINE
EXCRETED UNCHANGED
Following administration of 300-mg oral [14C] omadacycline, biliary excretion was the dominant route of elimination, with 77.5% to 84.0% radioactivity recovered in feces and approximately 10.7 to 17.4% of the radioactivity excreted in urine as unchanged omadacycline
Structure of OMADACYCLINE TOSYLATE
SALT/SOLVATE -> PARENT
HAEMOPHILUS INFLUENZAE
TARGET ORGANISM->INHIBITOR
Related Record Type Details
Structure of OMADACYCLINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

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