Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H27N5 |
Molecular Weight | 349.4726 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCCCN(CC1=NC2=C(N1)C=CC=C2)[C@H]3CCCC4=CC=CN=C34
InChI
InChIKey=WVLHHLRVNDMIAR-IBGZPJMESA-N
InChI=1S/C21H27N5/c22-12-3-4-14-26(15-20-24-17-9-1-2-10-18(17)25-20)19-11-5-7-16-8-6-13-23-21(16)19/h1-2,6,8-10,13,19H,3-5,7,11-12,14-15,22H2,(H,24,25)/t19-/m0/s1
Molecular Formula | C21H27N5 |
Molecular Weight | 349.4726 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.drugbank.ca/drugs/DB05501 | https://aidsinfo.nih.gov/drugs/517/amd-070/0/patientCurator's Comment: Description was created based on several sources, including http://www.evaluategroup.com/Universal/View.aspx? type=Story&id=99438 http://adisinsight.springer.com/drugs/800017499
Sources: https://www.drugbank.ca/drugs/DB05501 | https://aidsinfo.nih.gov/drugs/517/amd-070/0/patient
Curator's Comment: Description was created based on several sources, including http://www.evaluategroup.com/Universal/View.aspx? type=Story&id=99438 http://adisinsight.springer.com/drugs/800017499
AMD-070 is a small molecule drug candidate that belongs to a new investigational class of anti-HIV drugs known as entry (fusion) inhibitors. Approximately 76% of HIV-patients with measurable viral load are infected with a strain of virus that is resistant to one or more classes of antiretroviral agents, thus reducing treatment options. Unlike many existing HIV drugs that target the virus after it has infected a healthy cell, AMD-070 blocks the virus from entering a healthy cell, thus preventing the replication process. AMD-070 targets the CXCR4 receptor on HIV and prevents the virus from entering and infecting healthy cells. AMD-070 is specific for the CXCR4 receptor and does not interact with any other chemokine receptors in vitro. AMD-070 strongly inhibits viral infection by all CXCR4 using virus (including virus using CXCR4 alone and/or virus using CXCR4 and CCR5) in vitro. AMD-070 is orally bioavailable in animals, it has suitable PK and toxicity profile for oral dosing. AMD-070 shows additive or synergistic effects in vitro in combination with other known anti-HIV agents. AMD-070 is active against CXCR4 using HIV strains that are resistant to existing antiretroviral therapies in vitro, reveals potent anti-HIV activity against CXCR4-using laboratory strains and clinical isolates. MD-070 had been in phase II clinical trials by Genzyme for the treatment of HIV infection. However, this research has been discontinued. AMD-070 has been studied in Phase I/II clinical trials for the treatment of Renal cell carcinoma and Phase I clinical trials for the treatment of malignant melanoma and solid tumours.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL378 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20297846 |
3.0 nM [IC50] | ||
Target ID: CHEMBL2107 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20297846 |
13.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
514 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
100 mg 1 times / day multiple, oral dose: 100 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
633 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
150 mg 1 times / day multiple, oral dose: 150 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
117 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
20 mg 2 times / day multiple, oral dose: 20 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
956 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
200 mg 1 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
2260 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
400 mg 1 times / day multiple, oral dose: 400 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
2430 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
300 mg 1 times / day multiple, oral dose: 300 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1089.99 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
100 mg 1 times / day multiple, oral dose: 100 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
1680 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
150 mg 1 times / day multiple, oral dose: 150 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
262 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
20 mg 2 times / day multiple, oral dose: 20 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
3830 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
200 mg 1 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
8060 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
400 mg 1 times / day multiple, oral dose: 400 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
9500 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/32870250 |
300 mg 1 times / day multiple, oral dose: 300 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
AMD-070 plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Sample Use Guides
In Vivo Use Guide
Sources: https://aidsinfo.nih.gov/drugs/517/amd-070/0/patient
200 mg of AMD-070 was given twice daily over 10 days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20297846
AMD-070 inhibited the replication of T-tropic HIV-1 (NL4.3 strain) in MT-4 cells and PBMCs with an IC(50) of 2 and 26 nM, respectively, while remaining noncytotoxic to cells at concentrations exceeding 23 uM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:41:22 GMT 2023
by
admin
on
Fri Dec 15 15:41:22 GMT 2023
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Record UNII |
0G9LGB5O2W
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Record Status |
Validated (UNII)
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Record Version |
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-
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FDA ORPHAN DRUG |
887322
Created by
admin on Fri Dec 15 15:41:22 GMT 2023 , Edited by admin on Fri Dec 15 15:41:22 GMT 2023
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FDA ORPHAN DRUG |
500115
Created by
admin on Fri Dec 15 15:41:22 GMT 2023 , Edited by admin on Fri Dec 15 15:41:22 GMT 2023
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10724
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DTXSID60971247
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558447-26-0
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C126660
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0G9LGB5O2W
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690656-53-2
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100000178380
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11256587
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GH-17
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DB05501
Created by
admin on Fri Dec 15 15:41:22 GMT 2023 , Edited by admin on Fri Dec 15 15:41:22 GMT 2023
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PRIMARY |
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