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Compound Detail

CHEMBL1644

CEFADROXIL
💊 Approved Drug
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💊 Approved Drug
CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccc(O)cc3)[C@H]2SC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1644
Name CEFADROXIL
Phase Approved
Structure Type MOL
InChI Key BOEGTKLJZSQCCD-UEKVPHQBSA-N
Therapeutic ✓ Yes

Known Names

Anhydrous cefadroxil Baxan BL-S578 Cefadrops Cefadroxil Cefadroxil (as monohydrate) Cefadroxil anhydrous Cefadroxil hydrate Cefadroxil monohydrate Cefadroxil/cefadroxil hemihydrate Cefadroxilo Cefatabs +6 more
4
Targets
19
Activities
2
Assay Types
9
PK Parameters
20
Publications
18
Known Names
4
Indications
1
Mechanisms

Molecular Properties

363.4
MW (Da)
0.15
ALogP
6
HBA
4
HBD
133.0
PSA (Ų)
0.56
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1978
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem cef-
USAN Year 1974

Extended Properties

Molecular Formula C16H17N3O5S
MW 363.39
Aromatic Rings 1
Heavy Atoms 25
NP-Likeness 0.48

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial penicillin-binding protein inhibitor INHIBITOR Bacterial penicillin-binding protein ✓ ✓

Indications

Bacterial Infections Infections Pharyngitis Tuberculosis, Pulmonary

ATC Classification

J01DB05
cefadroxil
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 14 meas. best 5.6
IC50 5 meas. best 4.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 15 member 2
CHEMBL1743125
 Ki 5.6 5.5475 2500.0 4
Solute carrier family 15 member 2
CHEMBL3325
 Ki 5.52 5.52 3000.0 2
Solute carrier family 22 member 6
CHEMBL1641347
 Ki 5.21 5.21 6140.0 1
Organic anion transporter 3
CHEMBL1641348
 Ki 5.06 5.06 8620.0 2
Solute carrier family 15 member 2
CHEMBL1743125
 IC50 4.18 4.18 66000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.5 mL.min-1.kg-1 Homo sapiens
CL 2.5 mL.min-1.kg-1 Homo sapiens
CL 0.2 mL.min-1.kg-1 Homo sapiens
CL 2.5 mL.min-1.kg-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
Fu 0.39 - Homo sapiens
Fu 0.39 - Homo sapiens
MRT 1.5 hr Homo sapiens
T1/2 1.1 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Solute carrier family 15 member 2 Ki = 2500.0 nM 5.6 TP_TRANSPORTER: inhibition of Chephalexin uptake in SKPT cells 7592745
Solute carrier family 15 member 2 Ki = 2800.0 nM 5.55 TP_TRANSPORTER: inhibition of Gly-Sar uptake in SKPT cells 7592745
Solute carrier family 15 member 2 Ki = 3000.0 nM 5.52 Binding affinity to human PepT2 in SKTP cells 21741846
Solute carrier family 15 member 2 Ki = 3019.95 nM 5.52 Binding affinity to human PepT2 in SKTP cells 21741846
Solute carrier family 15 member 2 Ki = 3000.0 nM 5.52 TP_TRANSPORTER: inhibition of Gly-Sar uptake (pH6.0) in SKPT cells 15567297
Solute carrier family 15 member 2 Ki = 3000.0 nM 5.52 TP_TRANSPORTER: inhibition of Gly-Sar uptake in PEPT2-expressing LLC-PK1 cells 9374833
Solute carrier family 22 member 6 Ki = 6140.0 nM 5.21 TP_TRANSPORTER: inhibition of PAH uptake in OAT1-expressing S2 cells 11909604
Organic anion transporter 3 Ki = 8620.0 nM 5.06 TP_TRANSPORTER: inhibition of Estrone sulfate uptake in OAT3-expressing S2 cells 11909604
Organic anion transporter 3 Ki = 8620.0 nM 5.06 Inhibition of human OAT3 using estrone-3-sulfate as substrate 23344796
Solute carrier family 15 member 2 IC50 = 66000.0 nM 4.18 TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 50 uM) in PEPT2-expressin... 7592745

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
22166395 10.1124/dmd.111.041731 Jejunum 10
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
22166395 10.1124/dmd.111.041731 ADMET 7
23344796 10.1124/dmd.112.049569 Organic anion transporter 3 6
22166395 10.1124/dmd.111.041731 ATP-binding cassette sub-family C member 4 4
22166395 10.1124/dmd.111.041731 Intestine 4
22166395 10.1124/dmd.111.041731 Liver 4
18426954 10.1124/dmd.108.020479 ADMET 4
22166395 10.1124/dmd.111.041731 Kidney 4
22166395 10.1124/dmd.111.041731 ATP-binding cassette sub-family C member 3 4
22166395 10.1124/dmd.111.041731 Multidrug resistance-associated protein 1 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 3
20231390 10.1128/aac.00014-10 Escherichia coli 3
7592745 10.1074/jbc.270.43.25672 Solute carrier family 15 member 2 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3

Data from ChEMBL 36 via Core Engine