IUPAC name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O
Compound class
Anti-Bacterial Agents; Penicillins; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Beta-Lactamase Resistant Penicillins; Beta-Lactam Antibacterials, Penicillins; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; CYP3A4 Inhibitors;
Therapeutic area
For the treatment of infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drugs.
Common name
Nafcillin
IUPAC name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O
INCHI
InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
FORMULA
C21H22N2O5S
Common name
Nafcillin
IUPAC name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular weight
414.475
clogP
2.150
clogS
-3.769
HBond Acceptor
5
HBond Donor
2
Total Polar Surface Area
121.24
Number of Rings
4
Rotatable Bond
5
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00041 | ethanol |
|
CCO | 0.1474 |
| FDBF01379 | naphthalen-2-ol |
|
c1c2c(ccc1O)cccc2 | 0.0010 |
| FDBF01380 | naphthalene-1-carboxamide |
|
O=C(N)c1c2c(ccc1)cccc2 | 0.0007 |
| FDBF01381 | 2-ethoxynaphthalene-1-carboxamide |
|
O=C(N)c1c2c(ccc1OCC)cccc2 | 0.0003 |
