Drug Details

General Information of the Drug (ID: DR2755)
Name
Penicillin G
Synonyms
penicillin g; Benzylpenicillin; Benzylpenicillinic acid; Free penicillin II; Pfizerpen; Benzyl penicillin; Bencilpenicilina; Benzylpenicillinum; 61-33-6; Benzylpenicilline; Benzylpenicillin G; 6-(2-Phenylacetamido)penicillanic acid; Free penicillin G; Benzopenicillin; Dropcillin; Gelacillin; Liquacillin; Pharmacillin; Cilopen; Pradupen; Specilline G; Benzylpenicillin potassium; (5R,6R)-Benzylpenicillin; Penicillin, (phenylmethyl)-; Galofak; Free benzylpenicillin; Penicillin-G potassium; Compocillin G; bensylpenicillin; benzyl benicillin; Pfizerpen-AS; Penicillinic acid, (phenylmethyl)-; Phenylacetamidopenicillanic acid; Pencillin G; UNII-Q42T66VG0C; Cilloral; Cosmopen; PENICILLIN-2; CHEBI:18208; Benzyl-6-aminopenicillinic acid; Penicillinic acid, benzyl-; (Phenylmethyl)penicillin; Q42T66VG0C; (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Ursopen; (Phenylmethyl)penicillinic acid; 61-33-6 (FREE ACID); (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(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-((phenylacetyl)amino)- (2S-(2alpha,5alpha,6beta))-; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(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-phenylacetamido)-; Cillora; PenicillinG; Bencilpenicilina [Spanish]; Benzylpenicilline [French]; Benzylpenicillinum [Latin]; Benzylpenicillin [INN:BAN]; 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2alpha,5alpha,6beta)]-; PNN; SMR000538912; HSDB 3166; EINECS 200-506-3; NSC 193396; BRN 0044740; NSC-193396; J01CE01; Penicillin,(S); 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-; PENICILLIN-G; Spectrum_000933; Benzylpenicillin (INN); CHEMBL29; Prestwick0_001078; Prestwick1_001078; Prestwick2_001078; Prestwick3_001078; Spectrum2_000518; Spectrum3_000542; Spectrum4_000471; Spectrum5_001108; Epitope ID:114070; SCHEMBL3783; BSPBio_001096; BSPBio_002183; KBioGR_000942; KBioSS_001413; 4-27-00-05861 (Beilstein Handbook Reference); 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-; MLS000766897; MLS001032123; MLS001173382; DivK1c_000316; SPBio_000475; SPBio_002998; BPBio1_001206; GTPL4796; DTXSID5046934; KBio1_000316; KBio2_001413; KBio2_003981; KBio2_006549; KBio3_001683; NINDS_000316; HMS2875L09; ZINC3871701; BDBM50022787; Phenylacetyl-6-aminopenicillanic acid; AKOS005203091; DB01053; IDI1_000316; NCGC00159348-02; NCGC00159348-03; (2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-[(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-phenylacetamido)-; 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-; SBI-0051476.P003; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-; Bicillin (*Benzathine Salt, Tetrahydrate*); C05551; D02336; (2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]; 061P336; Q258450; W-109262; BRD-K55191674-236-03-7; BRD-K55191674-237-02-7; BRD-K55191674-237-12-6; Benzylpenicillin, Antibiotic for Culture Media Use Only; 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylic acid; (+)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(penicillin G); (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid; 3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid; 3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid anion (Penicillin G); 3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(penicillin G); 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)- (8CI); 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-, (2S,5R,6R)-
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Molecular Type
Small molecule
Disease Syphilis [ICD-11: 1A60-1A62] Phase 4 [1]
Structure
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2D MOL

3D MOL

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Formula
C16H18N2O4S
PubChem CID
5904
Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
InChI
1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
InChIKey
JGSARLDLIJGVTE-MBNYWOFBSA-N
CAS Number
CAS 61-33-6
ChEBI ID
CHEBI:18208
TTD Drug ID
D00QAR
DrugBank ID
DB01053
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Bovine lactoferrin      Milk vetch dwarf China alphasatellite     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Nineteen late-lactating cows had all 4 mammary quarters individually inoculated (185 cfu) through the teat cistern with the PG-resistant Staph. Aureus SHY97-4320.
                    Experimental
                    Result(s)		 BLF added to PG is an effective combination (i.e., 3- to 5-times higher cure rate) for the treatment of stable Staph. aureu infections highly resistant to beta-lactam antibiotics.
Target and Pathway
Target(s) Bacterial penicillin binding 1 (Bact pbp)  Molecule Info  [3]
Bacterial Penicillin binding protein 3 (Bact mrcA)  Molecule Info  [4]
References
Reference 1 ClinicalTrials.gov (NCT03637660) Phase 4 Comparative Trial of Benzathine Penicillin G for Treatment of Early Syphilis in Subjects With or Without HIV Infection
Reference 2 Efficacy of a lactoferrin-penicillin combination to treat {beta}-lactam-resistant Staphylococcus aureus mastitis. J Dairy Sci. 2007 Jun;90(6):2778-87.
Reference 3 Overexpression, purification and biochemical characterization of a class A high-molecular-mass penicillin-binding protein (PBP), PBP1* and its soluble derivative from Mycobacterium tuberculosis. Biochem J. 2002 Feb 1;361(Pt 3):635-9.
Reference 4 Association of amino acid substitutions in penicillin-binding protein 3 with beta-lactam resistance in beta-lactamase-negative ampicillin-resistant Haemophilus influenzae. Antimicrob Agents Chemother. 2001 Jun;45(6):1693-9.
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