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Compound Detail

CHEMBL1554

DACTINOMYCIN
💊 Approved Drug
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💊 Approved Drug
Cc1c2oc3c(C)ccc(C(=O)N[C@@H]4C(=O)N[C@H](C(C)C)C(=O)N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)c3nc-2c(C(=O)N[C@@H]2C(=O)N[C@H](C(C)C)C(=O)N3CCC[C@H]3C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]2C)c(N)c1=O

Basic Information

ChEMBL ID CHEMBL1554
Name DACTINOMYCIN
Phase Approved
Structure Type MOL
InChI Key RJURFGZVJUQBHK-IIXSONLDSA-N
Therapeutic ✓ Yes

Known Names

Actinomycin c1 Actinomycin d Actinomycin i1 Actinomycin iv Actinomycin x1 Actinomycin-d Cosmegen Cosmegen lyovac Dactinomicina Dactinomycin Dactinomycine Dactinomycinum +7 more
49
Targets
148
Activities
3
Assay Types
1
PK Parameters
20
Publications
19
Known Names
20
Indications
1
Mechanisms

Molecular Properties

1255.4
MW (Da)

Drug Information

Molecule Type Protein
First Approval 1964
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -mycin
USAN Year 1964

Extended Properties

Molecular Formula C62H86N12O16
MW 1255.44

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA inhibitor INHIBITOR DNA

Indications

Neoplasms Wilms Tumor Brain Neoplasms Choriocarcinoma Choriocarcinoma Choroid Plexus Neoplasms Gestational Trophoblastic Disease Hydatidiform Mole Kidney Neoplasms Leukemia Lymphoma Rhabdomyosarcoma Rhabdomyosarcoma, Alveolar Rhabdomyosarcoma, Embryonal Sarcoma Sarcoma Sarcoma, Ewing Central Nervous System Neoplasms Melanoma Testicular Neoplasms

ATC Classification

L01DA01
dactinomycin
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 140 meas. best 10.1
EC50 7 meas. best 9.7
Kd 1 meas. best 4.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C8166
CHEMBL614533
IC50 10.1 9.4333 0.1 3
A549
CHEMBL392
EC50 9.7 9.7 0.2 1
P388
CHEMBL389
IC50 9.7 7.6533 0.2 3
PC-3
CHEMBL390
EC50 9.56 9.56 0.3 1
HeLa
CHEMBL399
IC50 9.4 8.0873 0.4 15
A2780
CHEMBL614004
IC50 9.1 9.1 0.8 2
MT4
CHEMBL388
IC50 9.05 9.02 0.9 5
KB
CHEMBL398
IC50 9.0 7.62 1.0 5
CCRF-SB
CHEMBL614542
IC50 9.0 8.775 1.0 4
Vero
CHEMBL391
IC50 9.0 7.0522 1.0 9
Unchecked
CHEMBL612545
IC50 9.0 8.44 1.0 6
MOLT-4
CHEMBL614177
IC50 9.0 9.0 1.0 3
CCRF-CEM
CHEMBL382
IC50 9.0 8.3533 1.0 6
G-361
CHEMBL614036
IC50 9.0 8.805 1.0 4
SK-MEL-28
CHEMBL614919
IC50 8.7 8.7 2.0 2
Raji
CHEMBL614628
IC50 8.7 8.7 2.0 2
HT-29
CHEMBL384
IC50 8.54 7.64 2.9 8
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.52 7.8333 3.0 3
5637
CHEMBL612565
IC50 8.52 8.52 3.0 3
WIL2-NS
CHEMBL612810
IC50 8.52 8.52 3.0 2
U2OS
CHEMBL615023
IC50 8.49 8.49 3.2 1
HEp-2
CHEMBL614735
IC50 8.4 8.028 4.0 5
SK-MES-1
CHEMBL614923
IC50 8.4 8.4 4.0 1
Jurkat
CHEMBL397
IC50 8.35 8.35 4.5 1
Homo sapiens
CHEMBL372
IC50 8.35 8.35 4.5 1
ACHN
CHEMBL614519
IC50 8.3 8.3 5.0 4
ADMET
CHEMBL612558
IC50 8.3 7.25 5.0 4
MCF7
CHEMBL387
IC50 8.22 7.6138 6.0 8
CRL-7065 cell line
CHEMBL614151
IC50 8.15 8.15 7.0 1
A549
CHEMBL392
IC50 8.14 7.45 7.2 4
NCI-H460
CHEMBL396
IC50 8.1 8.1 8.0 1
DU-145
CHEMBL613508
IC50 8.1 8.1 8.0 1
HepG2
CHEMBL395
IC50 8.0 8.0 10.0 3
SF-268
CHEMBL613977
IC50 7.8 7.8 16.0 1
L1210
CHEMBL386
IC50 7.72 7.07 19.0 2
HL-60
CHEMBL383
IC50 7.7 7.7 20.0 1
RKO
CHEMBL614879
IC50 7.52 7.52 30.0 1
Plasmodium falciparum
CHEMBL364
EC50 6.67 6.4125 214.5 4
L02
CHEMBL4296457
IC50 6.3 6.3 500.0 1
SK-OV-3
CHEMBL614925
IC50 6.21 6.21 620.0 1
SK-BR-3
CHEMBL613834
IC50 6.17 6.17 680.0 1
BEAS-2B
CHEMBL4296403
IC50 6.16 6.16 700.0 1
PC-3
CHEMBL390
IC50 6.15 6.15 710.0 1
NHDF
CHEMBL614200
IC50 5.79 5.79 1630.0 1
Nucleic Acid
CHEMBL345
EC50 5.37 5.37 4300.0 1
Growth factor receptor-bound protein 2
CHEMBL4830
IC50 5.3 5.3 5000.0 1
Growth factor receptor-bound protein 2
CHEMBL3663
IC50 5.3 5.3 5000.0 1
Discoidin domain-containing receptor 2
CHEMBL5122
IC50 5.05 5.05 9000.0 1
B16-F10
CHEMBL612656
IC50 4.87 4.87 13400.0 1
Calf thymus DNA
CHEMBL612514
IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 1.56 10'6/M Bos taurus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C8166 IC50 = 0.08 nM 10.1 Antitumor activity against CD4+ human acute T-lymphoblastic C8166 leukemia cells... 12431049
A549 EC50 = 0.201 nM 9.7 Cytotoxicity against human A549 cells assessed as reduction in cell viability af... 27736087
P388 IC50 = 0.2 nM 9.7 Antiproliferative activity against mouse P388 cells after 48 hrs by MTT assay 2778449
PC-3 EC50 = 0.276 nM 9.56 Cytotoxicity against human PC3 cells assessed as reduction in cell viability aft... 27736087
HeLa IC50 = 0.4 nM 9.4 Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay 18461997
C8166 IC50 = 0.8 nM 9.1 Antitumor activity against CD+ human acute T-lymphoblastic leukemia C8166 cells 12431048
C8166 IC50 = 0.8 nM 9.1 Antiproliferative activity against human C8166 cell line by MTT assay 16913700
A2780 IC50 = 0.8 nM 9.1 Cytotoxicity against human A2780 cells 16180816
A2780 IC50 = 0.8 nM 9.1 Cytotoxicity against human A2780 cells 15844934
MT4 IC50 = 0.9 nM 9.05 Antitumor activity against CD4+ human acute T-lymphoblastic MT-4 leukemia cells. 12431049
MT4 IC50 = 0.9 nM 9.05 Antiproliferative activity against human MT4 cell line by MTT assay 16913700
G-361 IC50 = 1.0 nM 9.0 Antitumor activity against human skin melanoma G361 cells. 12431049
MOLT-4 IC50 = 1.0 nM 9.0 Antitumor activity against human acute T-lymphoblastic leukemia MOLT-4 cells 12431048
KB IC50 = 1.0 nM 9.0 Antiproliferative activity against human KB cell line by MTT assay 16913700
G-361 IC50 = 1.0 nM 9.0 Antiproliferative activity against human G361 cell line by MTT assay 16913700
CCRF-CEM IC50 = 1.0 nM 9.0 Antiproliferative activity against human CCRF-CEM cell line by MTT assay 16913700
MOLT-4 IC50 = 1.0 nM 9.0 Antiproliferative activity against human MOLT4 cell line by MTT assay 16913700
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 1.0 nM 9.0 Inhibition of PAX3-FOXO1 (unknown origin) stably transfected Rh4 cells co-expres... 33151696
Unchecked IC50 = 1.0 nM 9.0 Inhibition of PAX3-FOXO1 (unknown origin) stably transfected Rh4 cells co-expres... 33151696

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 408
21051535 10.1124/dmd.110.034629 ADMET 21
226705 10.1021/jm00195a008 Bacterial DNA-directed RNA polymerase 19
16472241 10.2174/1570163043334794 Hepatotoxicity 18
7143358 10.1021/jm00352a023 P388 17
3351854 10.1021/jm00399a014 MC-38 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
226705 10.1021/jm00195a008 P388 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
3397991 10.1021/jm00403a010 Mus musculus 10
448678 10.1021/jm00193a009 P388 9
226705 10.1021/jm00195a008 L1210 8
34270246 10.1021/acs.jnatprod.1c00294 Staphylococcus aureus 8
11602674 - ATP-dependent translocase ABCB1 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
3351854 10.1021/jm00399a014 Rattus norvegicus 7
97381 10.1021/jm00205a004 Calf thymus DNA 7
16420056 10.1021/jm050772b MOLT-3 7
16933866 10.1021/np060063g NON-PROTEIN TARGET 6
20194695 10.1128/aac.01730-09 Human betaherpesvirus 5 6

Data from ChEMBL 36 via Core Engine