Minocycline hydrochlorideProduct ingredient for Minocycline

Name
Minocycline hydrochloride
Drug Entry
Minocycline

Minocycline was first described in the literacture in 1966.1 It is a second generation tetracycline antibiotic that is active against gram-negative and gram-positive bacteria.7 Like other semisynthetic tetracyclines, minocycline has modifications to carbons 7-9 on the D ring to generate higher efficacy than previous tetracyclines.7

Minocycline was granted FDA approval on 30 June 1971.9

Accession Number
DBSALT000721
Structure
Synonyms
Minocycline HCl
UNII
0020414E5U
CAS Number
13614-98-7
Weight
Average: 493.94
Monoisotopic: 493.161578
Chemical Formula
C23H28ClN3O7
InChI Key
GLMUAFMGXXHGLU-VQAITOIOSA-N
InChI
InChI=1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1
IUPAC Name
hydrogen (4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide chloride
SMILES
[H+].[Cl-].[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2
KEGG Drug
D00850
PubChem Compound
54685925
ChemSpider
10482122
ChEBI
50697
ChEMBL
CHEMBL1200881
Wikipedia
Minocycline
Predicted Properties
PropertyValueSource
Water Solubility3.07 mg/mLALOGPS
logP-0.03ALOGPS
logP-2.5Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)2.9Chemaxon
pKa (Strongest Basic)7.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area164.63 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity122.54 m3·mol-1Chemaxon
Polarizability46.18 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon