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Compound Detail

CHEMBL1443

NAFCILLIN
💊 Approved Drug
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💊 Approved Drug
CCOc1ccc2ccccc2c1C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)O

Basic Information

ChEMBL ID CHEMBL1443
Name NAFCILLIN
Phase Approved
Structure Type MOL
InChI Key GPXLMGHLHQJAGZ-JTDSTZFVSA-N
Therapeutic ✓ Yes

Known Names

Nafcilina Nafcillin Nafcilline
1
Targets
1
Activities
1
Assay Types
6
PK Parameters
20
Publications
3
Known Names
5
Indications

Molecular Properties

414.5
MW (Da)
2.48
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.73
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1965
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -cillin
USAN Year 1963

Extended Properties

Molecular Formula C21H22N2O5S
MW 414.48
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.10

Indications

Bacterial Infections Osteomyelitis Bacteremia Gram-Positive Bacterial Infections Infections

ATC Classification

J01CF06
nafcillin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 1 meas. best 4.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Organic anion transporter 3
CHEMBL2073672
IC50 4.46 4.46 34900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
F 49.0 % Homo sapiens
Fu 0.13 - Homo sapiens
MRT 1.1 hr Homo sapiens
T1/2 0.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17158933 10.1128/aac.01052-06 Staphylococcus lugdunensis 22
20211889 10.1128/aac.01677-09 Escherichia coli 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
18725435 10.1128/aac.00049-08 Staphylococcus aureus 18
17307984 10.1128/aac.00738-06 Staphylococcus aureus 18
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
19506059 10.1128/aac.00371-09 Salmonella enterica 8
8336336 10.1021/jm00066a006 Staphylococcus aureus 8
20211890 10.1128/aac.01325-09 Staphylococcus aureus 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
23344796 10.1124/dmd.112.049569 Organic anion transporter 3 5
18725435 10.1128/aac.00049-08 NON-PROTEIN TARGET 4
17101683 10.1128/aac.00786-06 Staphylococcus aureus 4
18426954 10.1124/dmd.108.020479 ADMET 4
17923487 10.1128/aac.00824-07 Staphylococcus aureus 3
20805396 10.1128/aac.00594-10 Staphylococcus aureus 3
19445515 10.1021/jm900403j Homo sapiens 2
22483632 10.1016/j.ejmech.2012.03.008 Escherichia coli 2
20231390 10.1128/aac.00014-10 Escherichia coli 2
10891117 10.1021/jm0000564 No relevant target 2

Data from ChEMBL 36 via Core Engine