IUPAC name
(2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid
SMILES
N[C@@H](CSCCCC\C=C(/NC(=O)[C@H]1CC1(C)C)C(=O)O)C(=O)O
Compound class
Protease Inhibitors;
Therapeutic area
Combined intravenously with imipenem in order to protect it from dehydropeptidase and prolong its antibacterial effect.
Common name
Cilastatin
IUPAC name
(2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid
SMILES
N[C@@H](CSCCCC\C=C(/NC(=O)[C@H]1CC1(C)C)C(=O)O)C(=O)O
INCHI
InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1
FORMULA
C16H26N2O5S
Common name
Cilastatin
IUPAC name
(2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid
Molecular weight
358.453
clogP
1.525
clogS
-1.860
HBond Acceptor
5
HBond Donor
5
Total Polar
Surface Area
155.02
Number of Rings
1
Rotatable Bond
11
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00052 | methylsulfanylmethane |
|
S(C)C | 0.0072 |
| FDBF00055 | methylsulfanylethane |
|
S(C)CC | 0.0089 |
| FDBF00067 | butane |
|
CCCC | 0.0680 |
| FDBF00099 | ethanethiol |
|
CCS | 0.0165 |
| FDBF01025 | propane-1-thiol |
|
CCCS | 0.0062 |
| FDBF01028 | 1-methylsulfanylpropane |
|
CCCSC | 0.0007 |
| FDBF03078 | butane-1-thiol |
|
CCCCS | 0.0007 |
| FDBF03079 | 1-methylsulfanylbutane |
|
CSCCCC | 0.0003 |
| FDBF03080 | 1,1-dimethylcyclopropane |
|
C1(CC1)(C)C | 0.0086 |
