AMPICILLIN

Search structure
Synonyms:
Status: Approved (1965)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01CA01
UNII: 7C782967RD

Structure
InChI Key AVKUERGKIZMTKX-NJBDSQKTSA-N
Smile CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(=O)O
InChI
InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H19N3O4S
Molecular Weight 349.41
AlogP 0.32
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 4.0
Polar Surface Area 112.73
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 24.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 1.35 - EXP
Henry's Law Constant 2.39E-17 atm-m3/mole EST
Atmospheric OH Rate Constant 1.03E-10 cm3/molecule-sec EST
Melting Point 208 dec deg C EXP
Water Solubility 1.01E+04 mg/L EXP
Vapor Pressure 7.75E-15 mm Hg EST

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial penicillin-binding protein inhibitor PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family
- - 82000 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 20

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Sepsis 3 D018805 ClinicalTrials
Pneumonia 3 D011014 ClinicalTrials
Chorioamnionitis 2 D002821 ClinicalTrials
Cleft Palate 2 D002972 ClinicalTrials
Dystonic Disorders 1 D020821 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 69-53-4
ChEBI 28971
ChEMBL CHEMBL174
DrugBank DB00415
DrugCentral 198
EPA CompTox DTXSID4022602
FDA SRS 7C782967RD
Human Metabolome Database HMDB0014559
Guide to Pharmacology 10896
KEGG C06574
PDB AIC
PharmGKB PA448419
PubChem 6249
SureChEMBL SCHEMBL3526
ZINC ZINC000003830218
CONTENTS