General Information of Drug (ID: DMUYNEI)

Drug Name
Amoxicillin
Synonyms
AMPC; Actimoxi; Amoclen; Amolin; Amopen; Amopenixin; Amoxi; Amoxibiotic; Amoxicaps; Amoxicilina; Amoxicillanyl; Amoxicilline; Amoxicillinum; Amoxiden; Amoxil; Amoxivet; Amoxycillin; Anemolin; Aspenil; Biomox; Bristamox; Cemoxin; Clamoxyl; Delacillin; DisperMox; Efpenix; Flemoxin; Hiconcil; Histocillin; Hydroxyampicillin; Ibiamox; Imacillin; Lamoxy; Larotid; Moxacin; Moxal; Moxatag; Ospamox; Pamoxicillin; Piramox; Polymox; Robamox; Sumox; Tolodina; Trimox; Unicillin; Utimox; Vetramox; Wymox; AMOXICILLIN CRYSTALLINE; AMOXICILLIN PEDIATRIC; Amoxicillin anhydrous; Amoxicilline [INN]; Amoxycillin Trihydrate; Metafarma capsules; Metifarma capsules; Sawamox PM; BLP 1410; AMK (TN); Actimoxi (TN); Alphamox (TN); Amoksibos (TN); Amoksiklav (TN); Amoxi-Mast; Amoxibiotic (TN); Amoxicilina (TN); Amoxicilina [INN-Spanish]; Amoxicillin (INN); Amoxicillin (TN); Amoxicillin (anhydrous); Amoxicilline [INN-French]; Amoxicillinum [INN-Latin]; Amoxiclav (TN); Amoxidal (TN); Amoxil (TN); Amoxin (TN); Apo-Amoxi; Augmentin (TN); BL-P 1410; BRL-2333; Bactox (TN); Betalaktam (TN); Cilamox (TN); Clamoxyl (TN); Curam (TN); D-Amoxicillin; Dedoxil (TN); Dispermox (TN); Duomox (TN); Enhancin (TN); Geramox (TN); Gimalxina (TN); Hiconcil (TN); Isimoxin (TN); Klavox (TN); Lamoxy (TN); Moxatag (TN); Moxilen (TN); Moxypen (TN); Moxyvit (TN); Nobactam (TN); Novamoxin (TN); Ospamox (TN); P-Hydroxyampicillin; Pamoxicillin (TN); Panamox (TN); Panklav (TN); Polymox (TN); Ro 10-8756; Samthongcillin (TN); Sandoz (TN); Senox (TN); Sinacilin (TN); Tolodina (TN); Trimox (TN); Wymox (TN); Yucla (TN); Zerrsox (TN); Zimox (TN); Apo-Amoxi (TN); Alpha-Amino-p-hydroxybenzylpenicillin; D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid; D-(-)-alpha-Amino-p-hydroxybenzylpenicillin; (-)-6-(2-Amino-2-(P-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo-(3.2.0)heptane-2-carboxylic acid; (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-, D-(8CI); 6-(D-(-)-alpha-Amino-p-hydroxyphenylacetamido)penicillanic acid; 6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillin; 6-(p-Hydroxy-alpha-aminophenylacetamido)penicillanic acid; 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carbonyl; 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid
Indication
Disease Entry ICD 11 Status REF
Bacterial infection 1A00-1C4Z Approved [1]
Therapeutic Class
Antibiotics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 365.4
Topological Polar Surface Area (xlogp) -2
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 7
ADMET Property
Absorption AUC
The area under the plot of plasma concentration (AUC) of drug is 27.29 +/- 4.72 mgh/L [2]
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 3.93 +/- 1.13 mg/L [2]
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 1.31 +/- 0.33 h [2]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [3]
Bioavailability
The bioavailability of drug is 60% [2]
Clearance
The clearance of drug is 21.3 L/h [4]
Elimination
125mg to 1g doses are 70-78% eliminated in the urine after 6 hours [5]
Half-life
The concentration or amount of drug in body reduced by one-half in 61.3 minutes [2]
Metabolism
The drug is metabolized via the liver [6]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 68.41612 micromolar/kg/day [7]
Unbound Fraction
The unbound fraction of drug in plasma is 0.85% [8]
Vd
The volume of distribution (Vd) of drug is 27.7 L [4]
Water Solubility
The ability of drug to dissolve in water is measured as 3.5 mg/mL [3]
Chemical Identifiers
Formula
C16H19N3O5S
IUPAC Name
(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Canonical SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C
InChI
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChIKey
LSQZJLSUYDQPKJ-NJBDSQKTSA-N
Cross-matching ID
PubChem CID
33613
ChEBI ID
CHEBI:2676
CAS Number
26787-78-0
DrugBank ID
DB01060
TTD ID
D0F6EO
VARIDT ID
DR00190
INTEDE ID
DR0104
ACDINA ID
D00035

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Cell membrane (Bact CM) TTXT4D5 NOUNIPROTAC Modulator [9]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Peptide transporter 2 (SLC15A2) DT8QKNP S15A2_HUMAN Substrate [10]
Peptide transporter 1 (SLC15A1) DT9G7XN S15A1_HUMAN Substrate [10]
Organic anion transporter 1 (SLC22A6) DTQ23VB S22A6_HUMAN Substrate [11]
P-glycoprotein 1 (ABCB1) DTUGYRD MDR1_HUMAN Substrate [12]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [13]
Metallo-beta-lactamase (blaM) DEK9VG2 BLAN1_KLEPN Substrate [14]
Beta-lactamase (blaB) DEW193R BLA1_KLEPN Substrate [14]
New delhi metallo-beta-lactamase NDM-1 (blaNDM) DEBGCYQ A0A345N7K5_SALET Substrate [15]
Beta-lactamase (blaB) DE7IH52 AMPC_CITFR Substrate [16]
Metallo-beta-lactamase (blaM) DEPCQ12 Q68K11_ALCXX Substrate [14]
Beta-lactamase (blaB) DEV0KWQ Q8KT52_9BACT Substrate [16], [17]
Beta-lactamase (blaB) DEACNTL Q2F4C6_SHISO Substrate [18]
N-acylhomoserine lactone acylase (lacA) DEIU0XN A0A0A1VBK6_9BURK Substrate [19]
Beta-lactamase (blaB) DET9I1W BLAC_BACUN Substrate [20]
Beta-lactamase (blaB) DENJ2SQ BLAB_BACFG Substrate [20]
Beta-lactamase (blaB) DED0TBR A0A414M273_9BACE Substrate [21]
Beta-lactamase (blaB) DEX8KJO A6NX15_9FIRM Substrate [22]
Beta-lactamase (blaB) DEAYSTX C0W968_9FIRM Substrate [23]
Beta-lactamase (blaB) DERGEVU C3WC84_FUSMR Substrate [24], [25]
Beta-lactamase (blaB) DEQMISO F9Z530_ODOSD Substrate [24], [25]
Beta-lactamase (blaB) DEHFJ4G Q8KT51_9BACT Substrate [24], [25]
Beta-lactamase (blaB) DEHPJRC Q8KT60_9BACT Substrate [24], [25]
Beta-lactamase (blaB) DEITMS0 Q9XBM2_ACIFE Substrate [26]
Beta-lactamase (blaB) DE5HV8P A0A4Q5I6I2_9BACE Substrate [20]
Beta-lactamase (blaB) DE47ARF B5WXV2_9BACT Substrate [27]
Beta-lactamase (blaB) DEG2PK9 B5WXV3_BACOV Substrate [20]
Beta-lactamase (blaB) DEWHJ7A B5WXV7_BACT4 Substrate [20]
Beta-lactamase (blaB) DEU1RXB BLAC_BACVU Substrate [20], [28]
Beta-lactamase (blaB) DETDS7E A0A2S0LB67_9FLAO Substrate [16]
Beta-lactamase (blaB) DE37FJH C6JIU1_FUSVA Substrate [24]
Beta-lactamase (blaB) DEC7JEF A0A1S1G219_9NEIS Substrate [16]
Beta-lactamase (blaB) DEP7MN1 Q9X4S7_PREIN Substrate [29]
Beta-lactamase (blaB) DEAILCM A0A246EJV2_9BACT Substrate [29], [16]
Beta-lactamase (blaB) DET4XFN Q8KT59_9BACT Substrate [16]
Beta-lactamase (blaB) DEE8742 O32372_CAPOC Substrate [30]
Beta-lactamase (blaB) DEY09SU C9MN73_9BACT Substrate [16]
Beta-lactamase (blaB) DEQLVCA C9LD75_9BACT Substrate [29]
Beta-lactamase (blaB) DE2IL34 C2M7J0_CAPGI Substrate [30]
Beta-lactamase (blaB) DE1NJIW B6VMJ3_PHOAA Substrate [31], [32]
Beta-lactamase (blaB) DEDIMN9 A0A413GBG0_9BACE Substrate [20]
Beta-lactamase (blaB) DEJ8X2W A0A412YFL9_9BACE Substrate [20]
Beta-lactamase (blaB) DEFEVNH A0A381DV31_9FLAO Substrate [30]
Beta-lactamase (blaB) DEAPGXV A0A347B2J2_9BACT Substrate [16]
Beta-lactamase (blaB) DE0PDVC A0A2A3N1K0_CAPSP Substrate [30]
Beta-lactamase (blaB) DEQL32N A0A250F962_9FLAO Substrate [30]
Beta-lactamase (blaB) DE9HF0I A0A120A1C6_BACSE Substrate [20]
Beta-lactamase (blaB) DESHI6O A0A108T9G3_9BACE Substrate [20]
Beta-lactamase (blaB) DEZS3N4 A0A069QS91_PRELO Substrate [16]
Beta-lactamase (blaB) DE5NSUX A0A095XPV0_9FIRM Substrate [16]
Beta-lactamase (blaB) DEQ1CTE A0A2T4TNV5_9BACT Substrate [33]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Amoxicillin (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Anisindione DM2C48U Moderate Increased risk of bleeding by the combination of Amoxicillin and Anisindione. Coagulation defect [3B10] [90]

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
Aspartame E00402 134601 Flavoring agent
D&C red no. 28 E00491 6097185 Colorant
D&C red no. 30 E00456 3000709 Colorant
D&C red no. 33 E00261 19116 Colorant
FD&C blue no. 1 E00263 19700 Colorant
FD&C blue no. 2 E00446 2723854 Colorant
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
methylparaben E00149 7456 Antimicrobial preservative
Propyl 4-hydroxybenzoate E00141 7175 Antimicrobial preservative
Quinoline yellow WS E00309 24671 Colorant
Sodium citrate anhydrous E00102 6224 Alkalizing agent; Buffering agent; Complexing agent; Emulsifying agent
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Sunset yellow FCF E00255 17730 Colorant
Ammonia E00007 222 Alkalizing agent
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Butyl alcohol E00011 263 Flavoring agent; Solvent
Carmellose sodium E00625 Not Available Disintegrant
Citric acid monohydrate E00271 22230 Acidulant; Antioxidant; Buffering agent; Complexing agent; Flavoring agent
Crospovidone E00626 Not Available Disintegrant
Eisenoxyd E00585 56841934 Colorant
FD&C red no. 3 E00629 Not Available Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Polyethylene glycol 3350 E00652 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Polyethylene glycol 400 E00653 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Polyoxyl 35 castor oil E00660 Not Available Emulsifying agent; Solubilizing agent; Surfactant
Polyvinyl alcohol E00666 Not Available Coating agent; Emulsion stabilizing agent; Film/Membrane-forming agent
Potassium hydroxide E00233 14797 Alkalizing agent
Povidone E00667 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Saccharose E00091 5988 Binding agent; Coating agent; Cryoprotectant; Diluent; Flavoring agent; Suspending agent; Viscosity-controlling agent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Soybean lecithin E00637 Not Available Other agent
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Triacetin E00080 5541 Humectant; Plasticizing agent; Solvent
Triethyl citrate E00128 6506 Plasticizing agent; Solvent
Water E00035 962 Solvent
⏷ Show the Full List of 42 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Amoxicillin 775 mg tablet 775 mg Extended Release Tablet Oral
Amoxicillin 250 mg tablet 250 mg Chewable Tablet Oral
Amoxicillin 775 mg tablet 775 mg Extended Release Oral Tablet Oral
Amoxicillin 200 mg/5 ml suspension 200 mg/5 ml Oral Suspension Oral
Amoxicillin 400 mg/5 ml suspension 400 mg/5 ml Oral Suspension Oral
Amoxicillin 250 mg capsule 250 mg Oral Capsule Oral
Amoxicillin 500 mg capsule 500 mg Oral Capsule Oral
Amoxicillin 125 mg tablet 125 mg Chewable Tablet Oral
Amoxicillin 500 mg tablet 500 mg Oral Tablet Oral
Amoxicillin 875 mg tablet 875 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

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