Azlocillin

Details

• Internal ID: 69504174-0b30-4ec1-8ef1-0e35220aec45
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• InChI: 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
• Popularity: 497 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃N₅O₆S
• Molecular Weight: 461.50 g/mol
• Exact Mass: 461.13690464 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 37091-66-0
• Azlocilina
• Azlocilline
• Azlocillinum
• CHEBI:2956
• HUM6H389W0
• J01CA09
• NSC-758227
• DTXSID1022639
• (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
• (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
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (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
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(((((2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta(S*)))-
• azlocillina
• Azlocillin, Sodium
• Sodium, Azlocillin
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(((2R)-2-((2-oxoimidazolidine-1-carbonyl)amino)-2-phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((2R)-2-(((2-oxoimidazolidin-1-yl)carbonyl)amino)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
• (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
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• RefChem:560588
• Baye 6905
• Bay e 6905
• DTXCID201508469
• 253-348-2
• Azlin
• Azlocilina [INN-Spanish]
• Azlocilline [INN-French]
• Azlocillinum [INN-Latin]
• Securopen
• MFCD00864967
• (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxoimidazolidine-1-carboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[[[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, [2S-[2a,5a,6b(S*)]]-
• Azlocillin (sodium salt)
• (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Azlocillin (USAN/INN)
• UNII-HUM6H389W0
• Azlocillin [USAN:INN:BAN]
• (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• EINECS 253-348-2
• Azlocillin (Standard)
• AZLOCILLIN [MI]
• AZLOCILLIN [INN]
• Prestwick3_000821
• AZLOCILLIN [USAN]
• AZLOCILLIN [VANDF]
• Epitope ID:141185
• 6-((R)-2-(2-Oxoimidazolidin-1-carboxamido)-2-phenylacetamido)penicillansaeure
• AZLOCILLIN [MART.]
• AZLOCILLIN [WHO-DD]
• CHEMBL1537
• SCHEMBL34150
• BSPBio_000741
• BPBio1_000817
• orb1705239
• GTPL12260
• MSK5641
• HY-B0529
• EBC-27156
• AKOS025402328
• AC-8140
• DB01061
• DS-3291
• NSC 758227
• 2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid
• CS-0009500
• NS00099144
• 91A659
• C06839
• D02339
• D81792
• EN300-7382797
• Q510154
• BRD-K60663764-236-02-1
• 4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-(((((2-OXO-1-IMIDAZOLIDINYL)CARBONYL)AMINO)PHENYLACETYL)AMINO)-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[[[((R)-2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, (2S,5R,6R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8362	83.62%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Lysosomes	0.6443	64.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8427	84.27%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	+	0.5303	53.03%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.8669	86.69%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.7646	76.46%
CYP2C8 inhibition	-	0.9818	98.18%
CYP inhibitory promiscuity	-	0.9280	92.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6467	64.67%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9810	98.10%
Skin irritation	-	0.7359	73.59%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5643	56.43%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7685	76.85%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7425	74.25%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	-	0.5178	51.78%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5663	56.63%
Aromatase binding	-	0.4837	48.37%
PPAR gamma	+	0.5342	53.42%
Honey bee toxicity	-	0.8429	84.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8092	80.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.21%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.44%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.36%	99.23%
CHEMBL4208	P20618	Proteasome component C5	90.34%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.84%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	87.30%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.34%	93.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.20%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.35%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.04%	100.00%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL255	P29275	Adenosine A2b receptor	81.62%	98.59%
CHEMBL3524	P56524	Histone deacetylase 4	80.11%	92.97%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6479523
• LOTUS: LTS0090599
• wikiData: Q510154