Nirmatrelvir

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Nirmatrelvir
Molecular weight
Structure (SMILES)
CC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@H](C#N)C[C@@H]1CCNC1=O)C2(C)C

  • nirmatrelvir component of paxlovid
  • Nirmatrelvir component of paxlovid

  • molnupiravir and nirmatrelvir ritonavir e g paxlovid
  • nirmatrelvir
  • Nirmatrelvir
  • nirmatrelvir [INN]
  • NIRMATRELVIR [JAN]
  • Nirmatrelvir [MI]
  • NIRMATRELVIR [USAN]
  • Nirmatrelvir [WHO-DD]
  • nirmatrelvir inn
  • nirmatrelvir jan
  • nirmatrelvir mi
  • nirmatrelvir usan
  • nirmatrelvir who dd
  • paxlovid component nirmatrelvir
  • PAXLOVID COMPONENT NIRMATRELVIR
  • pf 07321332
  • Pf-07321332
  • PF-07321332
  • pf07321332
  • PF07321332

CAS registry numbers
  • 2628280-40-8
ChEMBL ID
CHEMBL4802135
InChIKey
LIENCHBZNNMNKG-OJFNHCPVSA-N
PubChem compound IDs
  • 155903259
RxNorm IDs (RxCUI)
  • 2587892
FDA ingredient codes (UNII)
  • 7R9A5P7H32

Applicant
PFIZER
Approval date
25 May 2023
Application number
NDA217188

First in class
Yes
Orphan designation
No
Availability
Prescription only

Pharmacology name
nirmatrelvir
Type
Synthetic organic
Drug name stem
-vir
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral

  • Action
    Agonist
    Action type
    Agonist
    Target
    TAS2R1
    Gene symbol
    TAS2R1
    Protein identifier
    Q9NYW7
  • Mechanism
    SARS coronavirus 3C-like proteinase inhibitor
    Action type
    Inhibitor
    Target
    Replicase polyprotein 1a
    Protein identifier
    P0C6U8

Open Targets mechanisms

  • Mechanism
    SARS coronavirus 3C-like proteinase inhibitor
    Action type
    Inhibitor
    Target
    Replicase polyprotein 1a

  • Condition
    Severe Acute Respiratory Syndrome
    Highest recorded phase
    3
    Condition identifier
    EFO:0000694
    Subject identifier
    D045169
  • Condition
    Liver Diseases
    Highest recorded phase
    1
    Condition identifier
    EFO:0001421
    Subject identifier
    D008107
  • Condition
    Kidney Diseases
    Highest recorded phase
    1
    Condition identifier
    EFO:0003086
    Subject identifier
    D007674
  • Condition
    Pneumonia
    Highest recorded phase
    3
    Condition identifier
    EFO:0003106
    Subject identifier
    D011014
  • Condition
    Influenza, Human
    Highest recorded phase
    3
    Condition identifier
    EFO:0007328
    Subject identifier
    D007251
  • Condition
    COVID-19
    Highest recorded phase
    1
    Condition identifier
    MONDO:0100096
    Subject identifier
    D000086382
  • Condition
    Severe Acute Respiratory Syndrome
    Highest recorded phase
    3
    Condition identifier
    MONDO:0100096
    Subject identifier
    D045169
  • Condition
    Post-Acute COVID-19 Syndrome
    Highest recorded phase
    2
    Condition identifier
    MONDO:0100233
    Subject identifier
    D000094024

  • Condition identifier
    EFO_0001421
    Highest recorded phase
    1
  • Condition identifier
    EFO_0003086
    Highest recorded phase
    1
  • Condition identifier
    HP_0002094
    Highest recorded phase
    2
  • Condition identifier
    HP_0012378
    Highest recorded phase
    2
  • Condition identifier
    HP_0040182
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005300
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0005812
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0007008
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0011479
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0100096
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0100163
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0100233
    Highest recorded phase
    2

  • Event
    acute kidney injury
    Reports
    10
    Reporting signal score
    31.3259
  • Event
    bacterial translocation
    Reports
    2
    Reporting signal score
    15.4604
  • Event
    drug interaction
    Reports
    20
    Reporting signal score
    82.2359
  • Event
    immunosuppressant drug level abnormal
    Reports
    2
    Reporting signal score
    22.0763
  • Event
    immunosuppressant drug level increased
    Reports
    6
    Reporting signal score
    36.643
  • Event
    toxicity to various agents
    Reports
    13
    Reporting signal score
    48.0538

Dose
300 mg nirmatrelvir (two 150 mg tablets) with 100 mg ritonavir (one 100 mg tablet)
Route
Oral
How often
Twice daily for 5 days

Hydrogen bond acceptors
5
Hydrogen bond donors
3
Polar surface area
131.4
Calculated partition coefficient (ALogP)
1.1
Calculated partition coefficient (XLogP)
2.2
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
6
Heavy atoms
35
Molecular formula
C23H32F3N5O4
Monoisotopic mass
499.24063901
Natural product
No

Recorded assays
618
Active assays
274

Active assay types

  • Confirmatory

These details could not be displayed.

Related records

Trials (54)

In development for (7)