PENICILLIN V

Search structure
Trade Names:
Synonyms:
Status: Approved (1958)
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: Z61I075U2W

Structure
InChI Key BPLBGHOLXOTWMN-MBNYWOFBSA-N
Smile CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(=O)O
InChI
InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H18N2O5S
Molecular Weight 350.4
AlogP 0.7
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 95.94
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 24.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial penicillin-binding protein inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 0.3522-2.577
Enzyme Protease Serine protease Serine protease SE clan Serine protease S11 family
- - - 620 -
Enzyme Protease Serine protease Serine protease SE clan Serine protease S13 family
- - - 1.9 -
Enzyme Protease Serine protease Serine protease unclassified
- - - 28 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC15 family of peptide transporters
- - - 21000000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 48600 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pneumonia 3 D011014 ClinicalTrials
Rheumatic Heart Disease 2 D012214 ClinicalTrials
Osteomyelitis 1 D010019 ClinicalTrials

Related Entries

MCS

Scaffolds

Cross References

Resources Reference
CAS NUMBER 87-08-1
ChEBI 27446
ChEMBL CHEMBL615
DrugBank DB08415
DrugCentral 2083
EPA CompTox DTXSID3023429
FDA SRS Z61I075U2W
Human Metabolome Database HMDB14561
Guide to Pharmacology 10920
KEGG C08126
PDB PNV
PharmGKB PA164745442
PubChem 6869
SureChEMBL SCHEMBL49223
ZINC ZINC000003831282
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