DTXSID80992212
C₂₂H₂₄N₂O₈·444.400 g/mol·CID 54671203
IUPAC: (4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Also known as: 4-(Dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid, 7164-70-7, RefChem:1070088, DTXCID301419281, doxycycline (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
444.400g/mol
Exact Mass
444.153266Da
Monoisotopic Mass
444.153266Da
XLogP
-0.7
Polar Surface Area
182.0Ų
Complexity
956
Formal Charge
0
H-Bond Donors
6
H-Bond Acceptors
9
Rotatable Bonds
2
Heavy Atoms
32
Stereo Centers
6
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 444.4 g/mol
MW ≤ 500
✓ -0.7
LogP ≤ 5
✗ 6
H-bond donors ≤ 5
✓ 9
H-bond acceptors ≤ 10
1 violation — may still have acceptable bioavailability
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C22H24N2O8/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/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
Isomers8 compounds with formula C₂₂H₂₄N₂O₈
(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CID 54675776 · 444.4 g/mol
4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CID 54685734 · 444.4 g/mol
(4S,4aS,5aS,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CID 54699147 · 444.4 g/mol
(4R,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CID 54682506 · 444.4 g/mol
4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
CID 54681536 · 444.4 g/mol
2-[[3-(1,3-benzoxazol-6-yloxy)propylamino]methyl]-3,4-dihydro-2H-chromen-7-ol;oxalic acid
CID 19432944 · 444.4 g/mol
2-[[3-(1,3-benzoxazol-5-yloxy)propylamino]methyl]-3,4-dihydro-2H-chromen-7-ol;oxalic acid
CID 19432945 · 444.4 g/mol
(4S,4aS,5aS,6S,12aR)-2-carbamoyl-4-(dimethylazaniumyl)-6,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate
CID 51580080 · 444.4 g/mol