Azlocillin (CED0007120)

Record Information

Version

1.0

Creation Date

2016-05-25 18:24:42 UTC

Update Date

2026-08-20 05:50:05 UTC

Accession Number

CHEM022227

Identification

Common Name

Azlocillin

Class

Small Molecule

Description

Azlocillin is an organic compound with the formula C20H23N5O6S and an average molecular weight of 461.49 g/mol. Azlocillin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. This compound is identified as an inhibitor of the protein target Penicillin-binding protein 1A (pbpA). It has been found in or released from two recorded sources: electrical and electronic equipment such as video games, and healthcare, pharmaceuticals and veterinary products specifically within antibiotics. Recorded routes of exposure for this substance include oral and inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
Azlocilina	ChEBI
Azlocilline	ChEBI
Azlocillinum	ChEBI
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
Azlocillin sodium salt	HMDB
Azlocillin, sodium	HMDB
Baye 6905	HMDB
Bayer brand OF azlocillin	HMDB
Securopen	HMDB
Azlocillin sodium	HMDB
Azlin	HMDB
Sodium azlocillin	HMDB
Sodium, azlocillin	HMDB
Azlocillin bayer brand	HMDB
Bay e 6905	HMDB
Bay-e 6905	HMDB

Chemical Formula

C₂₀H₂₃N₅O₆S

Average Molecular Mass

461.492 g/mol

Monoisotopic Mass

461.137 g/mol

CAS Registry Number

37091-66-0

IUPAC Name

(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

azlocillin

SMILES

[H][C@](NC(=O)N1CCNC1=O)(C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1

InChI Key

JTWOMNBEOCYFNV-NFFDBFGFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Penicillin
N-acyl-alpha amino acid or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Phenylacetamide
Penam
Imidazolidinone
Monocyclic benzene moiety
Benzenoid
Imidazolidine
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Urea
Carbonic acid derivative
Carboxamide group
Secondary carboxylic acid amide
Lactam
Organoheterocyclic compound
Azacycle
Hemithioaminal
Carboxylic acid
Monocarboxylic acid or derivatives
Dialkylthioether
Thioether
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

penicillin (CHEBI:2956 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	0.2	ALOGPS
logP	-0.33	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	148.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.71 m³·mol⁻¹	ChemAxon
Polarizability	45.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-014l-9770100000-8492b9b1630f98f790e8	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0006-2090000000-7ac30823250a688befa1	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-9211100000-386db4fc343ba0cb9fe4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-9100000000-e2e66b83eab9cb055d8c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kr-9000000000-227c79047a0dfcc73d8e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-1009100000-a664da387030dc08745f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-4119100000-f877d479d0e5f892a5e0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-66f3e846633855262d34	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0924300000-a8929cfd6ecdfa5c7b6a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dr-9652100000-beb18aca53a37bb14d86	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-4901100000-a09421560a7ba18c3b01	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0203900000-b8104d8386d5f1e5e300	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-4319200000-9d0bf49e9f38fa74d970	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9300000000-b8e310b7abfb83cddd4f	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6700.0	Log mg/kg	[3800:12000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available

Pathways

1 pathway

Azlocillin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	203.031
Click to view 3D structure	Beta-lactamase ACC-4	A4ZYU9	Escherichia coli	Predicted (SEA)	0.389246
Click to view 3D structure	PER-2 beta-lactamase	A2RP81	Citrobacter freundii	Predicted (SEA)	0.233548
Click to view 3D structure	Baculoviral IAP repeat-containing protein 8	Q96P09	Humans	Predicted (SEA)	8.17417
Click to view 3D structure	Baculoviral IAP repeat-containing protein 2	Q13490	Humans	Predicted (SEA)	14.0907
Click to view 3D structure	E3 ubiquitin-protein ligase XIAP	P98170	Humans	Predicted (SEA)	49.2786
Click to view 3D structure	Efflux transporter	Q3S5C3	Salmonella newport	Predicted (SEA)	0.233548
Click to view 3D structure	Class C beta-lactamase CMY-36	Q48435	Klebsiella pneumoniae	Predicted (SEA)	0.233548
Click to view 3D structure	Procathepsin L	P07154	Rattus norvegicus	Predicted (SEA)	48.8115
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	174.927
Click to view 3D structure	Beta-lactamase	P00811	Escherichia coli (strain K12)	Predicted (SEA)	8.95266
Click to view 3D structure	Baculoviral IAP repeat-containing protein 3	Q13489	Humans	Predicted (SEA)	29.8941
Click to view 3D structure	Cathepsin K	P43235	Humans	Predicted (SEA)	619.135
Click to view 3D structure	Protease	Q82134	Human T-cell leukemia virus type I	Predicted (SEA)	54.8059
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	736.765
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	1806.57
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	604.266
Click to view 3D structure	Protease	Q82323	Human T-lymphotropic virus 1	Predicted (SEA)	61.0338
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	2430.22
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	785.032
Click to view 3D structure	Neprilysin	P07861	Rattus norvegicus	Predicted (SEA)	425.368
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	5850.68
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	974.672
Click to view 3D structure	Cathepsin S	P25774	Humans	Predicted (SEA)	918.932
Click to view 3D structure	Solute carrier family 22 member 6	Q4U2R8	Humans	Predicted (SEA)	52.3147