IUPAC name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0²,¹
SMILES
[H][C@]12C[C@@H](OC(=O)C=CC3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCC3=C1NC1=C3C=CC(OC)=C1)C2
Compound class
Antihypertensive Agents; Cardiovascular System; Rauwolfia Alkaloids; Antiadrenergic Agents, Centrally Acting;
Therapeutic area
For the treatment of hypertension.
Common name
Rescinnamine
IUPAC name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0²,¹
SMILES
[H][C@]12C[C@@H](OC(=O)C=CC3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCC3=C1NC1=C3C=CC(OC)=C1)C2
INCHI
InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/t20-,24+,26-,29-,31+,34+/m1/s1
FORMULA
C35H42N2O9
Common name
Rescinnamine
IUPAC name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0²,¹
Molecular weight
634.716
clogP
4.586
clogS
-6.190
HBond Acceptor
10
HBond Donor
1
Total Polar Surface Area
117.78
Number of Rings
6
Rotatable Bond
11
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00105 | methyl formate |
|
O(C=O)C | 0.0323 |
| FDBF00211 | anisole |
|
COc1ccccc1 | 0.0423 |
| FDBF00296 | 1,3-dimethoxybenzene |
|
c1cc(cc(c1)OC)OC | 0.0041 |
| FDBF00297 | 1,2-dimethoxybenzene |
|
O(C)c1ccccc1OC | 0.0093 |
| FDBF00298 | 1,2,3-trimethoxybenzene |
|
O(C)c1c(cccc1OC)OC | 0.0034 |
| FDBF01971 | acrylic acid |
|
O=C(O)C=C | 0.0027 |
| FDBF02666 | (E)-3-phenylprop-2-enoic acid |
|
c1(ccccc1)C=CC(=O)O | 0.0007 |
| FDBF02667 | (E)-3-(3-methoxyphenyl)prop-2-enoic acid |
|
O(C)c1cccc(c1)C=CC(=O)O | 0.0003 |
| FDBF02668 | (E)-3-(4-methoxyphenyl)prop-2-enoic acid |
|
O(C)c1ccc(cc1)C=CC(=O)O | 0.0003 |
