Erythromycin A dihydrate
C₃₇H₆₇NO₁₃·733.900 g/mol·CID 44451949
IUPAC: (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
Also known as: CHEMBL406286, SCHEMBL30600475
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
733.900g/mol
Exact Mass
733.461241Da
Monoisotopic Mass
733.461241Da
XLogP
2.7
Polar Surface Area
194.0Ų
Complexity
1180
Formal Charge
0
H-Bond Donors
5
H-Bond Acceptors
14
Rotatable Bonds
7
Heavy Atoms
51
Stereo Centers
18
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✗ 733.9 g/mol
MW ≤ 500
✓ 2.7
LogP ≤ 5
✓ 5
H-bond donors ≤ 5
✗ 14
H-bond acceptors ≤ 10
2 violations — poor oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19+,20+,21+,22-,23-,24-,25-,26+,28+,29+,30-,31-,32-,34+,35-,36+,37-/m1/s1