> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/sulopenem-etzadroxil-fe1372a3-ca28-4f4e-99b2-c14d6368ce95
> Record changed: 2026-10-13

# Sulopenem etzadroxil

Highest phase reached

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

First approval year

2024

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

## Development status

**First approval year**

2024

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**Listing at source**

Listed

**Highest phase reached**

Approved

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**Drug name**

Sulopenem etzadroxil

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**Molecular weight**

477.63

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**Structure (SMILES)**

CCC(CC)C(=O)OCOC(=O)C1=C(S\[C@H\]2CC\[S+\](\[O-\])C2)S\[C@@H\]2\[C@@H\](\[C@@H\](C)O)C(=O)N12

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

### Brand names (2)

- sulopenem etzadroxil component of orlynvah
- Sulopenem etzadroxil component of orlynvah

### Other names (17)

- 4 thia 1 azabicyclo 3 2 0 hept 2 ene 2 carboxylic acid 6 1r 1 hydroxyethyl 7 oxo 3 1r 3s tetrahydro 1 oxido 3 thienyl thio 2 ethyl 1 oxobutoxy methyl ester 5r 6s
- 4-THIA-1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID, 6-((1R)-1-HYDROXYETHYL)-7-OXO-3-(((1R,3S)-TETRAHYDRO-1-OXIDO-3-THIENYL)THIO)-, (2-ETHYL-1-OXOBUTOXY)METHYL ESTER, (5R,6S)-
- methylene 2 ethylbutanoate 5r 6s 6 1r 1 hydroxyethyl 7 oxo 3 1r 3s 1 oxotetrahydro 1h 1 lamba sup 4 thiophen 3 yl sulfanyl 4 thia 1 azabicyclo 3 2 0 hept 2 ene 2 carboxylate
- METHYLENE 2-ETHYLBUTANOATE (5R,6S)-6-((1R)-1-HYDROXYETHYL)-7-OXO-3-(((1R,3S)-1-OXOTETRAHYDRO-1H-1.LAMBA.(SUP 4)-THIOPHEN-3-YL)SULFANYL)-4-THIA-1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLATE
- orlynvah component sulopenem etzadroxil
- ORLYNVAH COMPONENT SULOPENEM ETZADROXIL
- pf 03709270
- PF-03709270
- pf03709270
- PF03709270
- sulopenem and pf 03709270
- sulopenem etzadroxil
- Sulopenem etzadroxil
- SULOPENEM ETZADROXIL \[USAN\]
- Sulopenem etzadroxil \[WHO-DD\]
- sulopenem etzadroxil usan
- sulopenem etzadroxil who dd

## Identifiers

**CAS registry numbers**

- 1000296-70-7

**ChEMBL ID**

CHEMBL4594246

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**InChIKey**

NBPVNGWRLGHULH-JKOUTOBWSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL4594246)

**RxNorm IDs (RxCUI)**

- 2717834

**FDA ingredient codes (UNII)**

- 492M3I304T

### PubChem compound IDs (2)

- 23642298
- 49785800

## Regulatory information

### United States

**Applicant**

ITERUM THERAP

**Approval date**

25 Oct 2024

**Application number**

NDA213972

### Other regulatory facts

**First in class**

No

**Orphan designation**

No

**Availability**

Prescription only

## Pharmacology

### Drug classification

**Pharmacology name**

sulopenem

**Type**

Synthetic organic

**Drug name stem**

\-penem

#### Administration routes

- Oral

### Mechanisms of action (7)

- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P02918
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P02919
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P08506
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P0AD65
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P0AD68
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P0AEB2
- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

**Protein identifier**  
P24228

### Open Targets mechanisms

- **Mechanism**  
Bacterial penicillin-binding protein inhibitor

**Action type**  
Inhibitor

**Target**  
Bacterial penicillin-binding protein

### Investigated indications (4)

- **Condition**  
Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000544

**Subject identifier**  
D007239
- **Condition**  
Urinary Tract Infections

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0003103

**Subject identifier**  
D014552
- **Condition**  
Pneumonia

**Highest recorded phase**  
1

**Condition identifier**  
EFO:0003106

**Subject identifier**  
D011014
- **Condition**  
Cystitis, Hemorrhagic

**Highest recorded phase**  
3

**Condition identifier**  
EFO:1000025

**Subject identifier**  
D000096722

### Open Targets indications (7)

- **Condition identifier**  
EFO\_0000771

**Highest recorded phase**  
2
- **Condition identifier**  
EFO\_0003103

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0003106

**Highest recorded phase**  
1
- **Condition identifier**  
EFO\_1000025

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0003529

**Highest recorded phase**  
1
- **Condition identifier**  
MONDO\_0005113

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0006939

**Highest recorded phase**  
3

### Trial references (5)

- NCT00759564  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00759564)
- NCT03354598  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03354598)
- NCT03357614  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03357614)
- NCT05584657  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05584657)
- NCT03358576  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03358576)

## Dosing

**Dose**

500 mg sulopenem etzadroxil and 500 mg probenecid

**Route**

Oral

**How often**

Twice daily

### Conditions of use

- Take with food

## Chemical properties

**Hydrogen bond acceptors**

9

**Hydrogen bond donors**

1

**Polar surface area**

116.2

**Calculated partition coefficient (ALogP)**

1.8

**Calculated partition coefficient (XLogP)**

2.1

**Prodrug**

Yes

**Chirality**

Single enantiomer

**Inorganic**

No

**Rule-of-five violations**

0

**Rotatable bonds**

9

**Heavy atoms**

30

**Molecular formula**

C19H27NO7S3

**Monoisotopic mass**

477.09496572

**Natural product**

Yes

## National Drug Codes

- 81153-100

## Related records

### Trials (8)

- A Study Of Intravenous Sulopenem And Oral PF-03709270 In Community Acquired Pneumonia That Requires Hospitalization
- A Study To Investigate The Pharmacokinetics, Safety And Tolerability Of An Intravenous And Oral Form Of A Compound In Subjects With Varying Degrees Of Renal Impairment And Normal Renal Function
- Expanded Access Use of Sulopenem Etzadroxil/Probenecid for Complicated Urinary Tract Infection
- [Oral Sulopenem Versus Amoxicillin/Clavulanate for Uncomplicated Urinary Tract Infection in Adult Women](https://trialight.com/data/trial/oral-sulopenem-versus-amoxicillin-clavulanate-for-d499bbcd-7d68-4675-9926-652734b68977.md)
- Oral Sulopenem-etzadroxil/Probenecid Versus Ciprofloxacin for Uncomplicated Urinary Tract Infection in Adult Women
- Pharmacokinetics of Sulopenem Etzadroxil Plus Probenecid in Adolescents
- Sulopenem Followed by Sulopenem-etzadroxil/Probenecid vs Ertapenem Followed by Cipro for Complicated UTI in Adults
- Sulopenem Versus Ertapenem for Complicated Intra-abdominal Infection (cIAI)

### In development for (4)

- [Bacterial infectious disease](https://trialight.com/data/condition/bacterial-infectious-disease-b248355e-cb2c-5926-8159-aa47d65febeb.md) Phase 2
- [Cystitis](https://trialight.com/data/condition/cystitis-2c4484c3-baca-5bd7-a9f2-938dbb641710.md) Phase 3
- [Pneumonia](https://trialight.com/data/condition/pneumonia-d2f12d4d-57c5-5c54-881e-1efe392849eb.md) Phase 1
- [Urinary tract infection](https://trialight.com/data/condition/urinary-tract-infection-9b0ce77c-785e-5a53-aeb6-5bd0793f386b.md) Phase 3

---

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