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amsacrine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| acridine derivatives | 203 | 51264-14-3 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
An aminoacridine derivative that intercalates into DNA and is used as an antineoplastic agent.
|
Drug dosage:
None
ADMET properties:
| Property | Value | Reference |
|---|---|---|
| BDDCS (Biopharmaceutical Drug Disposition Classification System) | 1 | Benet LZ, Broccatelli F, Oprea TI |
| EoM (Fraction excreted unchanged in urine) | 10 % | Benet LZ, Broccatelli F, Oprea TI |
| MRTD (Maximum Recommended Therapeutic Daily Dose) | 10.05 µM/kg/day | Contrera JF, Matthews EJ, Kruhlak NL, Benz RD |
| Vd (Volume of distribution) | 1.60 L/kg | Lombardo F, Berellini G, Obach RS |
| CL (Clearance) | 4.30 mL/min/kg | Lombardo F, Berellini G, Obach RS |
| fu (Fraction unbound in plasma) | 0.03 % | Lombardo F, Berellini G, Obach RS |
| t_half (Half-life) | 4.70 hours | Lombardo F, Berellini G, Obach RS |
| BA (Bioavailability) | 0 % |
Predicted pharmacokinetic/toxicological properties (PK-AZ):
| Property | Description | Value | Unit | Confidence | Similarity |
|---|---|---|---|---|---|
| azlogd74 | LogD at pH 7.4 | 3.329 | High | 1 | |
| caco2-efflux | Caco-2 efflux ratio (BA/AB) | 2.193 | High | 1 | |
| caco2-intrinsic-papp | Caco-2 intrinsic apparent permeability | 39.174 | 10^-6 cm/s | High | 1 |
| dh-clint | Dog hepatocyte intrinsic clearance | 11.455 | uL/min/10^6 cells | High | 1 |
| dppb | Dog plasma protein binding (% unbound) | 1.400 | % | High | 1 |
| fcs-ppb | Fetal calf serum protein binding (% unbound) | 5.300 | % | High | 1 |
| herg | hERG pIC50 | 5.310 | pIC50 | High | 1 |
| hh-clint | Human hepatocyte intrinsic clearance | 12.794 | uL/min/10^6 cells | High | 1 |
| hlm-clint | Human liver microsomal intrinsic clearance | 34.119 | uL/min/mg protein | High | 1 |
| hppb | Human plasma protein binding (% unbound) | 0.850 | % | High | 1 |
| kinase-safety-class | ACVR2A,ACVR2B,AKT2,AKT3,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK1,CDK5,CDK9,CHEK1,CSF1R,DDR1,DYRK1B,EGFR,EIF2AK3,EPHA2,EPHB4,ERBB2,FLT3,GRK2,GSK3B,ITK,JAK1,JAK2,KIT,MAP2K6,MAP3K1,MAP3K10,MAP3K11,MAP3K21,MAP3K7,MAP4K1,MAP4K3,MAPK10,MAPK7,MAPK9,MAPKAPK2,MARK4,MET,MTOR,NTRK2,PDK2,PDK4,PDPK1,PIK3CA,PIK3CB,PIK3CD,PIK3CG,PIM2,PRKCD,PRKDC,SGK1,SIK2,SIK3,STK33,SYK,TEK,TTK,ULK1,ULK2 | 65 | |||
| kinase-selectivity-class | AAK1,ACVR2A,ACVR2B,ALK,AURKA,AXL,BRAF,CAMK2D,CDK9,DDR1,DYRK1B,ERBB2,FLT3,GRK2,JAK1,MAP2K3,MAP2K6,MAP3K10,MAP3K21,MAP4K1,MAPK7,MAPK8,MARK4,PDK4,SIK2,SIK3,STK33,TTK,ULK1 | 29 | |||
| mdck-mdr1-efflux | MDCK-MDR1 efflux ratio | 10.666 | High | 1 | |
| mh-clint | Mouse hepatocyte intrinsic clearance | 46.559 | High | 1 | |
| mppb | Mouse plasma protein binding (% unbound) | 1.640 | High | 1 | |
| nih-mdck-mdr1-efflux | NIH MDCK-MDR1 efflux ratio | 17.140 | High | 1 | |
| pfas-class | PFAS structural alert (1 = True, 0 = False) | 0 | |||
| pppb | Pig plasma protein binding (% unbound) | 3.270 | % | High | 1 |
| rh-clint | Rat hepatocyte intrinsic clearance | 60.674 | uL/min/10^6 cells | High | 1 |
| rh-fuinc | Rat hepatocyte fraction unbound in incubation | 16.250 | % | High | 1 |
| rppb | Rat plasma protein binding (% unbound) | 1.030 | % | High | 1 |
| solubility-dd | Solubility at pH 7.4 in DMSO | 1.102 | uM | High | 1 |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| Jan. 1, 1987 | YEAR INTRODUCED |
FDA Adverse Event Reporting System (Female)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Systemic inflammatory response syndrome | 109.05 | 85.03 | 22 | 783 | 6494 | 90621148 |
| Graft versus host disease | 92.76 | 85.03 | 20 | 785 | 8124 | 90619518 |
| Acute myeloid leukaemia recurrent | 85.82 | 85.03 | 15 | 790 | 2042 | 90625600 |
FDA Adverse Event Reporting System (Male)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Acute myeloid leukaemia recurrent | 115.71 | 97.58 | 23 | 661 | 3489 | 42617162 |
FDA Adverse Event Reporting System (Geriatric)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Acute myeloid leukaemia recurrent | 159.69 | 80.42 | 31 | 1409 | 5108 | 110582751 |
| Venoocclusive liver disease | 157.20 | 80.42 | 37 | 1403 | 15170 | 110572689 |
| Drug resistance | 133.39 | 80.42 | 43 | 1397 | 56331 | 110531528 |
| Graft versus host disease in gastrointestinal tract | 109.49 | 80.42 | 25 | 1415 | 8943 | 110578916 |
| Dysbiosis | 105.20 | 80.42 | 19 | 1421 | 2113 | 110585746 |
| Graft versus host disease | 100.47 | 80.42 | 27 | 1413 | 18779 | 110569080 |
| Systemic inflammatory response syndrome | 85.34 | 80.42 | 22 | 1418 | 13021 | 110574838 |
FDA Adverse Event Reporting System (Pediatric)
None
Pharmacologic Action:
| Source | Code | Description |
|---|---|---|
| ATC | L01XX01 | ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS ANTINEOPLASTIC AGENTS OTHER ANTINEOPLASTIC AGENTS Other antineoplastic agents |
| CHEBI has role | CHEBI:35610 | antineoplastic agent |
| CHEBI has role | CHEBI:50750 | EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor |
| MeSH PA | D000970 | Antineoplastic Agents |
| MeSH PA | D007202 | Indicators and Reagents |
| MeSH PA | D007364 | Intercalating Agents |
Related Drugs by ATC class:
L01XX Other antineoplastic agents 33 drugs
Drug Use | Suggest Off label Use Form| |View source of the data|
None
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (acidic/basic) |
|---|---|---|
| pKa1 | 8.98 | acidic |
| pKa2 | 8.25 | Basic |
Orange Book patent data (new drug applications)
None
Orange Book exclusivity data (new drug applications)
None
Bioactivity Summary:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
|---|---|---|---|---|---|---|---|---|---|
| Potassium voltage-gated channel subfamily H member 2 | Ion channel | IC50 | 6.68 | CHEMBL | |||||
| Cytochrome P450 2D6 | Enzyme | Ki | 5.12 | WOMBAT-PK | |||||
| DNA topoisomerase 2-alpha | Enzyme | IC50 | 5 | CHEMBL | |||||
| DNA topoisomerase I, mitochondrial | Enzyme | IC50 | 7.43 | WOMBAT-PK | |||||
| DNA topoisomerase 1 | Enzyme | IC50 | 7.43 | WOMBAT-PK | |||||
| DNA topoisomerase 2-beta | Enzyme | EC50 | 4.96 | CHEMBL | |||||
| Solute carrier family 22 member 1 | Transporter | IC50 | 5.30 | CHEMBL | |||||
| Lysine-specific histone demethylase 1A | Enzyme | IC50 | 6.06 | CHEMBL | |||||
| DNA topoisomerase II | Enzyme | EC50 | 6.14 | CHEMBL |
External reference:
| ID | Source |
|---|---|
| 4025233 | VUID |
| N0000171765 | NUI |
| D02321 | KEGG_DRUG |
| 151347 | RXNORM |
| C0002699 | UMLSCUI |
| CHEBI:2687 | CHEBI |
| ASW | PDB_CHEM_ID |
| CHEMBL43 | ChEMBL_ID |
| D000677 | MESH_DESCRIPTOR_UI |
| DB00276 | DRUGBANK_ID |
| 2179 | PUBCHEM_CID |
| 4864 | INN_ID |
| 00DPD30SOY | UNII |
| 4025233 | VANDF |
| 003469 | NDDF |
| 326955000 | SNOMEDCT_US |
| 391774005 | SNOMEDCT_US |
| 00DPD30SOY | INXIGHT DRUGS |
Pharmaceutical products:
None