General Information
Drug ID
DR00455
Drug Name
Dicloxacillin
Synonyms
(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylpenicillin; 6-(3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid; 6-(3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid; 6beta-{[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carboxamido}-2,2-dimethylpenam-3alpha-carboxylic acid; BRL 1702; Dichloroxacillin; Diclocil (TN); Diclossacillina; Diclossacillina [DCIT]; Dicloxaciclin; Dicloxacilin; Dicloxacilina; Dicloxacilina [INN-Spanish]; Dicloxacillin (USAN/INN); Dicloxacillin [USAN:INN:BAN]; Dicloxacillin sodium; Dicloxacillin, Monosodium Salt, Mono-Hydrate; Dicloxacilline; Dicloxacilline [INN-French]; Dicloxacillinum; Dicloxacillinum [INN-Latin]; Dicloxacycline; Dycill; Dynapen; Maclicine; Methyldichlorophenylisoxazolylpenicillin; Pathocil; R-13423
Drug Type
Small molecular drug
Indication Susceptible gram-positive bacteria infections [ICD11:1A00-1H0Z] Approved [1]
Therapeutic Class
Antibiotics
Structure
3D MOL 2D MOL
Formula
C19H17Cl2N3O5S
Canonical SMILES
CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O
InChI
InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChIKey
YFAGHNZHGGCZAX-JKIFEVAISA-N
CAS Number
CAS 3116-76-5
Pharmaceutical Properties Molecular Weight 470.3 Topological Polar Surface Area 138
Heavy Atom Count 30 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
XLogP
2.9
PubChem CID
18381
PubChem SID
103234555 ,104133803 ,104344973 ,11335833 ,11361072 ,11363826 ,11366388 ,11368950 ,11371491 ,11374192 ,11377112 ,11462044 ,11466478 ,11467598 ,11484777 ,11486175 ,11488797 ,11490202 ,11492322 ,11494746 ,117541882 ,124766323 ,134222806 ,134337731 ,134981835 ,135912430 ,136357162 ,137003736 ,140093221 ,142567322 ,14960168 ,29286044 ,46508182 ,47216776 ,47440256 ,47736481 ,47810752 ,47810753 ,48259229 ,48334496 ,48415884 ,50064670 ,50783422 ,57304808 ,57330050 ,7849407 ,7979067 ,8163742 ,85788067 ,9165
ChEBI ID
ChEBI:4511
TTD Drug ID
D0R2KJ
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
PEPT1 Transporter Info Peptide transporter 1 Substrate [3]
PEPT2 Transporter Info Peptide transporter 2 Substrate [3]
References
1 Dicloxacillin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Can the enhanced renal clearance of antibiotics in cystic fibrosis patients be explained by P-glycoprotein transport? Pharm Res. 2002 Apr;19(4):457-62.
3 Transport characteristics of a novel peptide transporter 1 substrate, antihypotensive drug midodrine, and its amino acid derivatives. J Pharmacol Exp Ther. 2006 Jul;318(1):455-60.

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