IUPAC name
ethyl 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-[({4-[(Z)-N'-hydroxycarbamimidoyl]phenyl}methyl)carbamoyl]azetidin-1-yl]-2-oxoethyl]amino}acetate
SMILES
CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCC1=CC=C(C=C1)C(\N)=N\O)C1CCCCC1
Compound class
Antithrombins; Direct Thrombin Inhibitors; Antithrombotic Agents; Blood and Blood Forming Organs; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers;
Therapeutic area
For the treatment of acute deep vein thrombosis.
Common name
Ximelagatran
IUPAC name
ethyl 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-[({4-[(Z)-N'-hydroxycarbamimidoyl]phenyl}methyl)carbamoyl]azetidin-1-yl]-2-oxoethyl]amino}acetate
SMILES
CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCC1=CC=C(C=C1)C(\N)=N\O)C1CCCCC1
INCHI
InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1
FORMULA
C24H35N5O5
Common name
Ximelagatran
IUPAC name
ethyl 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-[({4-[(Z)-N'-hydroxycarbamimidoyl]phenyl}methyl)carbamoyl]azetidin-1-yl]-2-oxoethyl]amino}acetate
Molecular weight
473.565
clogP
1.763
clogS
-3.515
HBond Acceptor
6
HBond Donor
5
Total Polar Surface Area
146.35
Number of Rings
3
Rotatable Bond
12
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00100 | ethyl formate |
|
O(C=O)CC | 0.0244 |
| FDBF00182 | N-benzylformamide |
|
c1(ccccc1)CNC=O | 0.0038 |
| FDBF00319 | methylcyclohexane |
|
CC1CCCCC1 | 0.0038 |
| FDBF02249 | cyclohexylmethanamine |
|
NCC1CCCCC1 | 0.0007 |
| FDBF03250 | 2-amino-1-(azetidin-1-yl)ethanone |
|
NCC(=O)N1CCC1 | 0.0003 |
| FDBF03251 | (2R)-2-amino-1-(azetidin-1-yl)-2-cyclohexyl-ethanone |
|
NC(C(=O)N1CCC1)C2CCCCC2 | 0.0003 |
| FDBF03252 | 1-cyclohexyl-N-methyl-methanamine |
|
N(C)CC1CCCCC1 | 0.0003 |
| FDBF03254 | (2S)-1-acetyl-N-methyl-azetidine-2-carboxamide |
|
O=C(NC)C1N(CC1)C(=O)C | 0.0003 |
| FDBF03255 | azetidine-1-carbaldehyde |
|
O=CN1CCC1 | 0.0003 |
