Metacycline hydrochlorideProduct ingredient for Metacycline

Name
Metacycline hydrochloride
Drug Entry
Metacycline

A broad-spectrum semisynthetic antibiotic related to tetracycline but excreted more slowly and maintaining effective blood levels for a more extended period.

Accession Number
DBSALT001479
Structure
Thumb
Synonyms
Metacycline HCl / Methacycline HCl / Methacycline hydrochloride
UNII
9GJ0N7ZAP0
CAS Number
3963-95-9
Weight
Average: 478.88
Monoisotopic: 478.1142934
Chemical Formula
C22H23ClN2O8
InChI Key
VZQARNDJLLWXGL-CCHMMTNSSA-N
InChI
InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1
IUPAC Name
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
SMILES
Cl.[H][C@@]12[C@@H](O)[C@]3([H])C(=C)C4=C(C(O)=CC=C4)C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C
External Links
KEGG Compound
C08029
ChemSpider
10482179
BindingDB
50103629
ChEBI
6806
ChEMBL
CHEMBL2146123
Wikipedia
Metacycline
Predicted Properties
PropertyValueSource
Water Solubility1.14 mg/mLALOGPS
logP-0.46ALOGPS
logP-3.5ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)2.88ChemAxon
pKa (Strongest Basic)7.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area181.62 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity113.67 m3·mol-1ChemAxon
Polarizability41.9 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon