Carbenicillin

Details

• Internal ID: ed862f26-5c9c-4189-be90-5ac3e7809853
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• SMILES (Canonical): CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
• SMILES (Isomeric): CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
• InChI: InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
• InChI Key: FPPNZSSZRUTDAP-UWFZAAFLSA-N
• Popularity: 9,428 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈N₂O₆S
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.08855747 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 1.10

Synonyms

• Carboxybenzylpenicillin
• 4697-36-3
• alpha-Carboxybenzylpencillin
• Carbenicilina
• Carbenicilline
• Carbenicillinum
• Carboxybenzylpenicillin acid
• Pyopen
• CBPC
• Carbenicillina [DCIT]
• alpha-Phenyl(carboxymethylpenicillin)
• Carbenicilina [INN-Spanish]
• Carbenicilline [INN-French]
• Carbenicillinum [INN-Latin]
• Geopen
• CHEBI:3393
• Carbenicillin (INN)
• (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• G42ZU72N5G
• N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
• (2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Carbenicillina
• Sodium carbenicillin
• CARBENICILLIN [INN]
• (2S,5R,6R)-6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Carbenicillin [INN:BAN]
• Carbenicillin (disodium)
• HSDB 3020
• EINECS 225-171-0
• 6-(alpha-Carboxyphenylacetamido)penicillanic acid
• CP 15639-2
• UNII-G42ZU72N5G
• NSC111071
• (2S,5R,6R)-6-[(3-hydroxy-3-oxo-2-phenyl-propanoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
• Carbenicillin solution
• Spectrum_000098
• Spectrum2_000120
• Spectrum3_000326
• Spectrum4_000263
• Spectrum5_000900
• CARBENICILLIN [MI]
• Epitope ID:116648
• SCHEMBL3375
• CARBENICILLIN [HSDB]
• CHEMBL1214
• BSPBio_001931
• CARBENICILLIN [VANDF]
• KBioGR_000726
• KBioSS_000518
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
• Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-
• DivK1c_000735
• SPBio_000140
• CARBENICILLIN [WHO-DD]
• DTXSID6048464
• GTPL10768
• KBio1_000735
• KBio2_000518
• KBio2_003086
• KBio2_005654
• KBio3_001151
• BRL2064
• FPPNZSSZRUTDAP-UWFZAAFLSA-N
• NINDS_000735
• BCP28512
• HY-B0525
• 6beta-(2-carboxy-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid
• DB00578
• IDI1_000735
• SBI-0051303.P003
• CP-156392
• C06869
• D07614
• Klebsiella Selective Supplement, for microbiology
• EN300-19748910
• Q1050019
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.02%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.70%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.06%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.42%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.65%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.73%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.66%	95.50%
CHEMBL5028	O14672	ADAM10	82.20%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.10%	94.23%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.25%	88.81%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.22%	82.69%

Plants that contains it

• Solanum lycopersicum

Cross-Links

• PubChem: 20824
• LOTUS: LTS0085541
• wikiData: Q1050019