Acyclovir

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
Acyclovir
Molecular weight
Structure (SMILES)
Nc1nc2c(ncn2COCCO)c(=O)[nH]1

  • acycloguanosine
  • Acycloguanosine
  • acyclovir
  • Acyclovir
  • acyclovir component of xerese
  • Acyclovir component of xerese
  • avaclyr
  • Avaclyr
  • avert
  • Avert
  • clearsore
  • Clearsore
  • cymex ultra
  • Cymex ultra
  • duvimex
  • Duvimex
  • herpetad
  • Herpetad
  • lipsore
  • Lipsore
  • lypsyl
  • Lypsyl
  • ranovir
  • Ranovir
  • sitavig

And 17 more, listed on the interactive page.

  • aciclovir
  • Aciclovir
  • ACICLOVIR [EP MONOGRAPH]
  • ACICLOVIR [IARC]
  • aciclovir [INN]
  • ACICLOVIR [JAN]
  • ACICLOVIR [MART.]
  • Aciclovir [WHO-DD]
  • ACICLOVIR [WHO-IP]
  • aciclovir ep monograph
  • aciclovir iarc
  • aciclovir inn
  • aciclovir jan
  • aciclovir mart
  • aciclovir who dd
  • aciclovir who ip
  • aciclovirum
  • Aciclovirum
  • ACICLOVIRUM [WHO-IP]
  • aciclovirum who ip
  • acyclovir
  • Acyclovir
  • ACYCLOVIR [HSDB]
  • ACYCLOVIR [MI]
  • ACYCLOVIR [ORANGE BOOK]

And 23 more, listed on the interactive page.

CAS registry numbers
  • 59277-89-3
ChEMBL ID
CHEMBL184
InChIKey
MKUXAQIIEYXACX-UHFFFAOYSA-N
PubChem compound IDs
  • 135398513
RxNorm IDs (RxCUI)
  • 281
FDA ingredient codes (UNII)
  • X4HES1O11F

  • D06BB03
  • D06BB53
  • J05AB01
  • S01AD03
Sources for recorded values

Applicant
BAUSCH
Approval date
29 Mar 1982
Application number
NDA018604

Patents
3
Designations
2
Earliest recorded loss of exclusivity
16 Jun 2030
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
No
Orphan exclusivity
No
Accelerated approval
No
Availability
Prescription only

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

Administration routes

  • Oral
  • Parenteral
  • topical

Mechanisms of action

  • Mechanism
    Human herpesvirus 1 DNA polymerase inhibitor
    Action type
    Inhibitor
    Target
    DNA polymerase catalytic subunit
    Protein identifier
    P04293

Open Targets mechanisms

  • Mechanism
    Human herpesvirus 1 DNA polymerase inhibitor
    Action type
    Inhibitor
    Target
    DNA polymerase catalytic subunit

  • Action type
    Inhibitor
    Protein identifier
    P04293
    Organism
    Human herpesvirus 1 (strain 17)
  • Action type
    Inhibitor
    Gene symbol
    TK
    Protein identifier
    P04407
    Organism
    Human herpesvirus 2 (strain 333)
  • Action type
    Inhibitor
    Protein identifier
    P09252
    Organism
    Varicella-zoster virus (strain Dumas)
  • Action type
    Inhibitor
    Gene symbol
    TK
    Protein identifier
    Q9QNF7
    Organism
    Human herpesvirus 1

  • Condition
    Virus Diseases
    Highest recorded phase
    4
    Condition identifier
    EFO:0000763
    Subject identifier
    D014777
  • Condition
    HIV Infections
    Highest recorded phase
    3
    Condition identifier
    EFO:0000764
    Subject identifier
    D015658
  • Condition
    Cytomegalovirus Infections
    Highest recorded phase
    3
    Condition identifier
    EFO:0001062
    Subject identifier
    D003586
  • Condition
    Herpes Zoster
    Highest recorded phase
    4
    Condition identifier
    EFO:0006510
    Subject identifier
    D006562
  • Condition
    Chickenpox
    Highest recorded phase
    4
    Condition identifier
    EFO:0007204
    Subject identifier
    D002644
  • Condition
    Herpes Genitalis
    Highest recorded phase
    4
    Condition identifier
    EFO:0007282
    Subject identifier
    D006558
  • Condition
    Herpes Labialis
    Highest recorded phase
    4
    Condition identifier
    EFO:1001347
    Subject identifier
    D006560
  • Condition
    Eye Infections
    Highest recorded phase
    4
    Condition identifier
    EFO:1001888
    Subject identifier
    D015817
  • Condition
    Herpes Simplex
    Highest recorded phase
    4
    Condition identifier
    EFO:1002022
    Subject identifier
    D006561
  • Condition
    Herpes Labialis
    Highest recorded phase
    4
    Condition identifier
    MONDO:0043653
    Subject identifier
    D006560

  • Condition identifier
    EFO_0000763
  • Condition identifier
    EFO_0000764
    Highest recorded phase
    3
  • Condition identifier
    EFO_0001062
    Highest recorded phase
    3
  • Condition identifier
    EFO_0004352
  • Condition identifier
    EFO_0006510
  • Condition identifier
    EFO_0007204
  • Condition identifier
    EFO_0007282
  • Condition identifier
    EFO_0007309
  • Condition identifier
    EFO_1001231
  • Condition identifier
    EFO_1001360
  • Condition identifier
    EFO_1001888
  • Condition identifier
    EFO_1001888
    Highest recorded phase
    4
  • Condition identifier
    EFO_1002022
  • Condition identifier
    EFO_1002023
  • Condition identifier
    HP_0010628
  • Condition identifier
    MONDO_0000878
  • Condition identifier
    MONDO_0001795
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0004609
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0004992
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005108
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005609
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005665
  • Condition identifier
    MONDO_0005700
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005770
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005855

And 9 more, listed on the interactive page.

  • Event
    acute generalised exanthematous pustulosis
    Reports
    91
    Reporting signal score
    167.423
  • Event
    acute kidney injury
    Reports
    599
    Reporting signal score
    781.848
  • Event
    altered state of consciousness
    Reports
    97
    Reporting signal score
    122.98
  • Event
    blood creatinine increased
    Reports
    186
    Reporting signal score
    171.264
  • Event
    blood urea increased
    Reports
    74
    Reporting signal score
    91.1867
  • Event
    confusional state
    Reports
    277
    Reporting signal score
    197.647
  • Event
    crystal urine present
    Reports
    35
    Reporting signal score
    123.368
  • Event
    crystalluria
    Reports
    46
    Reporting signal score
    176.895
  • Event
    depressed level of consciousness
    Reports
    108
    Reporting signal score
    89.663
  • Event
    dilatation intrahepatic duct acquired
    Reports
    27
    Reporting signal score
    110.862
  • Event
    disorientation
    Reports
    105
    Reporting signal score
    99.6363
  • Event
    drug reaction with eosinophilia and systemic symptoms
    Reports
    113
    Reporting signal score
    121.092
  • Event
    drug resistance
    Reports
    173
    Reporting signal score
    281.271
  • Event
    encephalitis
    Reports
    60
    Reporting signal score
    119.703
  • Event
    encephalopathy
    Reports
    159
    Reporting signal score
    244.531
  • Event
    hallucination, visual
    Reports
    86
    Reporting signal score
    110.576
  • Event
    herpes simplex
    Reports
    83
    Reporting signal score
    202.304
  • Event
    lymphocyte count decreased
    Reports
    83
    Reporting signal score
    97.2768
  • Event
    myoclonus
    Reports
    80
    Reporting signal score
    120.141
  • Event
    nephropathy toxic
    Reports
    143
    Reporting signal score
    302.922
  • Event
    neurotoxicity
    Reports
    324
    Reporting signal score
    812.112
  • Event
    ophthalmic herpes simplex
    Reports
    25
    Reporting signal score
    86.1935
  • Event
    organic brain syndrome
    Reports
    22
    Reporting signal score
    97.1394
  • Event
    pathogen resistance
    Reports
    153
    Reporting signal score
    381.029
  • Event
    rash maculo-papular
    Reports
    111
    Reporting signal score
    131.121

And 12 more, listed on the interactive page.

Dose
Approximate a one-half inch ribbon of ointment per 4 square inches of surface area
Route
Topical
How often
Every 3 hours, 6 times per day for 7 days

Conditions of use

  • Use a finger cot or rubber glove during application

Hydrogen bond acceptors
7
Hydrogen bond donors
3
Polar surface area
119.05
Calculated partition coefficient (ALogP)
-1.33
Calculated partition coefficient (XLogP)
-1.9
Prodrug
Yes
Chirality
Achiral
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
4
Heavy atoms
16
Molecular formula
C8H11N5O3
Monoisotopic mass
225.08618923
Natural product
Yes

  • 0093-3630
  • 0187-0993
  • 0187-0994
  • 0187-5104
  • 0472-0082
  • 0591-1159
  • 0904-7507
  • 0904-7519
  • 13668-515
  • 16714-885
  • 23155-227
  • 23155-228
  • 23155-229
  • 23155-962
  • 31722-681
  • 31722-777
  • 31722-778
  • 33342-439
  • 43063-589
  • 43063-928
  • 43547-499
  • 45802-044
  • 48102-028
  • 50268-061
  • 50268-062

And 163 more, listed on the interactive page.

Recorded assays
8,599
Active assays
563

  • Confirmatory
  • Other
  • Screening
  • Summary

Distribution coefficient (LogD)

Median
-2
Mean
-2
Minimum
-2
Maximum
-2
Unit
unitless
Assays
1
Standard deviation
0
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • LogD

Solubility

Median
1,895
Mean
2,177.5
Minimum
1,000
Maximum
3,920
Unit
ug/mL
Assays
4
Standard deviation
1,330.97
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • Solubility

Oral bioavailability

Median
48
Mean
37.8808
Minimum
2.8
Maximum
83
Unit
%
Assays
13
Standard deviation
27.72
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • F

Related records

Trials (96)

Approved for (7)

In development for (2)

Other linked conditions (3)