General Information of the Compound
Compound ID
CP0034782
Compound Name
(+)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(penicillin G)
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Synonyms
6-(2-Phenylacetamido)penicillanic acid
61-33-6
Bencilpenicilina
Benzopenicillin
Benzyl penicillin
Benzyl-6-aminopenicillinic acid
Benzylpenicillin
Benzylpenicillin G
Benzylpenicilline
Benzylpenicillinic acid
Benzylpenicillinum
Cilloral
Cilopen
Compocillin G
Cosmopen
Dropcillin
Free benzylpenicillin
Free penicillin G
Free penicillin II
Galofak
Gelacillin
Liquacillin
Pencillin G
Pfizerpen
Pharmacillin
Phenylacetamidopenicillanic acid
Pradupen
Specilline G
Ursopen
penicillin g
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Structure
Formula
C16H18N2O4S
Molecular Weight
334.397
Canonical SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(O)=O
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InChI
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
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InChIKey
JGSARLDLIJGVTE-MBNYWOFBSA-N
CAS
61-33-6
Physicochemical Property
logP
0.8608
Rotatable Bonds
4
Heavy Atom Count
23
Polar Areas
86.71
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5904
SID: 14875396
ChEMBL ID
CHEMBL29
DrugBank ID
DB01053
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06258, Organic anion transporter 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 89400 nM
   TI
   LI
   LO
   TS
Protein ID: PT02209, Organic anion transporter 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000090 Schneider 2 Drosophila melanogaster (Fruit fly)  1
1
Ki = 97600 nM
   TI
   LI
   LO
   TS
Protein ID: PT05092, Organic anion transporter 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
Km = 82600 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Benzylpenicillin )
Drug Name Benzylpenicillin