Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL159

VINBLASTINE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC[C@]1(O)C[C@@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL159
Name VINBLASTINE
Phase Approved
Structure Type MOL
InChI Key JXLYSJRDGCGARV-CFWMRBGOSA-N
Therapeutic ✓ Yes

Known Names

NSC-47842 Vinblastina Vinblastine [3h]-vinblastine
643
Targets
1,093
Activities
4
Assay Types
13
PK Parameters
20
Publications
4
Known Names
20
Indications

Molecular Properties

811.0
MW (Da)
3.99
ALogP
12
HBA
3
HBD
154.1
PSA (Ų)
0.18
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1965
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -astine; vin-
USAN Year 1962

Extended Properties

Molecular Formula C46H58N4O9
MW 810.99
Aromatic Rings 3
Heavy Atoms 59
NP-Likeness 1.53

Indications

Neoplasms Histiocytosis, Langerhans-Cell Hodgkin Disease Hodgkin Disease Leukemia Lung Neoplasms Lymphoma Lymphoma, Large B-Cell, Diffuse Lymphoma, T-Cell, Peripheral Melanoma Melanoma Melanoma Prostatic Neoplasms, Castration-Resistant Skin Neoplasms Testicular Neoplasms Urethral Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Brain Neoplasms

ATC Classification

L01CA01
vinblastine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 1,048 meas. best 10.41
EC50 32 meas. best 9.3
Ki 12 meas. best 7.0
Kd 1 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SK-OV-3
CHEMBL614925
 IC50 10.41 8.62 0.0 4
DU-145
CHEMBL613508
 IC50 10.2 9.1367 0.1 3
HepG2
CHEMBL395
 IC50 10.15 7.9143 0.1 7
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 10.0 7.9627 0.1 74
HT-1080
CHEMBL614580
 IC50 10.0 9.4567 0.1 3
MDA-MB-231
CHEMBL400
 IC50 9.92 7.606 0.1 15
L1210
CHEMBL386
 IC50 9.8 8.5327 0.2 11
MDA-MB-435
CHEMBL614697
 IC50 9.57 9.0383 0.3 12
786-0
CHEMBL613102
 IC50 9.51 8.5567 0.3 3
K562
CHEMBL385
 IC50 9.44 7.594 0.4 10
MCF7
CHEMBL387
 IC50 9.44 7.49 0.4 23
CCRF-CEM
CHEMBL382
 IC50 9.42 7.884 0.4 50
U-937
CHEMBL612794
 IC50 9.31 7.235 0.5 2
A549
CHEMBL392
 EC50 9.3 9.175 0.5 2
HCT-116
CHEMBL394
 IC50 9.3 8.2476 0.5 33
A2780
CHEMBL614004
 IC50 9.3 8.394 0.5 5
HT-29
CHEMBL384
 IC50 9.28 7.7317 0.5 6
HeLa
CHEMBL399
 IC50 9.27 8.475 0.5 8
P388
CHEMBL389
 IC50 9.22 8.5317 0.6 6
JAR
CHEMBL614587
 IC50 9.22 9.22 0.6 1
HCC1806
CHEMBL1075457
 IC50 9.2 9.2 0.6 1
KOSC-2
CHEMBL1075481
 IC50 9.16 9.16 0.7 1
J-RT3-T3-5
CHEMBL2366219
 IC50 9.1 9.1 0.8 1
KB
CHEMBL398
 IC50 9.1 8.7114 0.8 7
HUVEC
CHEMBL613979
 IC50 9.1 8.205 0.8 2
J774.2
CHEMBL614484
 IC50 9.1 8.45 0.8 2
Unchecked
CHEMBL612545
 IC50 9.08 6.2315 0.8 27
SK-BR-3
CHEMBL613834
 IC50 9.04 8.09 0.9 2
5637
CHEMBL612565
 IC50 9.02 9.02 1.0 1
HL-60
CHEMBL383
 IC50 9.0 8.8467 1.0 6
K562
CHEMBL385
 EC50 9.0 9.0 1.0 1
PC-3
CHEMBL390
 IC50 9.0 7.832 1.0 5
NIH3T3
CHEMBL614822
 IC50 9.0 8.075 1.0 2
CAL-27
CHEMBL1075408
 IC50 8.99 8.835 1.0 2
ChaGo-K-1
CHEMBL1075421
 IC50 8.99 8.99 1.0 1
HGC-27
CHEMBL1075463
 IC50 8.99 8.99 1.0 1
ATN-1
CHEMBL2366277
 IC50 8.98 8.98 1.0 1
A549
CHEMBL392
 IC50 8.96 8.0308 1.1 12
Becker
CHEMBL2366230
 IC50 8.95 8.95 1.1 1
IST-SL1
CHEMBL2366104
 IC50 8.93 8.93 1.2 1
ADMET
CHEMBL612558
 EC50 8.92 8.92 1.2 1
SF-539
CHEMBL614860
 IC50 8.92 8.92 1.2 1
A2058
CHEMBL613503
 IC50 8.91 8.535 1.2 4
PSN1
CHEMBL614241
 IC50 8.9 8.9 1.2 1
EOL1
CHEMBL614489
 IC50 8.9 8.9 1.3 1
NKM-1
CHEMBL2366133
 IC50 8.89 8.89 1.3 1
BE-13
CHEMBL2366303
 IC50 8.85 8.85 1.4 1
CTV-1
CHEMBL2366360
 IC50 8.85 8.85 1.4 1
NCI-H1703
CHEMBL1075522
 IC50 8.84 8.84 1.4 1
RXF 393
CHEMBL614886
 IC50 8.84 8.84 1.4 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 0.5 mL.min-1.kg-1 Homo sapiens
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 7.0 mL.min-1.kg-1 Macaca
CL 12.0 mL.min-1.kg-1 Homo sapiens
CL 22.0 mL.min-1.kg-1 Canis lupus familiaris
CL 25.0 mL.min-1.kg-1 Rattus norvegicus
Fu 0.14 - Homo sapiens
Fu 0.14 - Homo sapiens
MRT 150.0 hr Homo sapiens
T1/2 67.0 hr Homo sapiens
T1/2 1.6 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SK-OV-3 IC50 = 0.039 nM 10.41 Antiproliferative activity against human SKOV3 cells after 48 hrs by sulforhodam... 21604746
SK-OV-3 IC50 = 0.039 nM 10.41 Antiproliferative activity against human SKOV3 after 48 hrs by SRB assay 21920638
DU-145 IC50 = 0.063 nM 10.2 Antiproliferative activity against human DU145 cells after 48 hrs by sulforhodam... 21604746
DU-145 IC50 = 0.063 nM 10.2 Antiproliferative activity against human DU145 after 48 hrs by SRB assay 21920638
HepG2 IC50 = 0.07 nM 10.15 Growth inhibition of human HepG2 cells after 72 hrs by MTT assay 18313307
NON-PROTEIN TARGET IC50 = 0.099 nM 10.0 Antiproliferative activity against mouse B16F0 cells after 48 hrs by sulforhodam... 21604746
HT-1080 IC50 = 0.099 nM 10.0 Antiproliferative activity against human HT1080 cells after 48 hrs by sulforhoda... 21604746
NON-PROTEIN TARGET IC50 = 0.099 nM 10.0 Antiproliferative activity against human B16F0 after 48 hrs by SRB assay 21920638
HT-1080 IC50 = 0.099 nM 10.0 Antiproliferative activity against human HT1080 after 48 hrs by SRB assay 21920638
NON-PROTEIN TARGET IC50 = 0.11 nM 9.96 Growth inhibition of human KB3-1 cells after 72 hrs by MTT assay 18313307
MDA-MB-231 IC50 = 0.12 nM 9.92 Antiproliferative activity against human MDA-MB-231 after 48 hrs by SRB assay 21920638
MDA-MB-231 IC50 = 0.12 nM 9.92 Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by sulfor... 21604746
L1210 IC50 = 0.16 nM 9.8 Antiproliferative activity against mouse L1210 after 48 hrs by SRB assay 21920638
L1210 IC50 = 0.16 nM 9.8 Antiproliferative activity against mouse L1210 cells after 48 hrs by sulforhodam... 21604746
HepG2 IC50 = 0.26 nM 9.59 Growth inhibition of human HepG2 cells after 72 hrs by SRB assay 18512984
MDA-MB-435 IC50 = 0.27 nM 9.57 Antiproliferative activity against human MDA-MB-435 cells after 96 hrs by CellTi... 18177014
MDA-MB-435 IC50 = 0.29 nM 9.54 Antiproliferative activity against multidrug resistant MDA435/LCC6 cells in pres... 17154505
786-0 IC50 = 0.31 nM 9.51 Antiproliferative activity against MDR-1 overexpressing human 786-0 cells in pre... 21774499
MDA-MB-435 IC50 = 0.34 nM 9.47 Antiproliferative activity against MDA435/LCC6 cells by ELISA 17154505
K562 IC50 = 0.36 nM 9.44 Antiproliferative activity against human K562 after 48 hrs by SRB assay 21920638

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 582
4020828 10.1021/jm00146a017 Mus musculus 79
21051535 10.1124/dmd.110.034629 ADMET 15
11356111 10.1021/jm0005149 Mus musculus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
12699389 10.1021/jm021012t ATP-dependent translocase ABCB1 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
25768706 10.1016/j.ejmech.2015.02.051 NON-PROTEIN TARGET 10
26176165 10.1021/acs.jnatprod.5b00258 A549 8
8277312 10.1021/np50100a011 NON-PROTEIN TARGET 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
15920768 10.1002/jps.20373 ADMET 8
20070106 10.1021/jm901371v Homo sapiens 8
- 10.1007/s00044-011-9965-x MCF7 7
- 10.1007/s00044-012-0142-7 MCF7 7
- 10.1007/s00044-011-9965-x HepG2 7
- 10.1007/s00044-012-0142-7 HepG2 7
23445405 10.1021/jm3009629 Unchecked 7
- 10.1007/s00044-012-0142-7 NON-PROTEIN TARGET 7
- 10.1007/s00044-011-9965-x NON-PROTEIN TARGET 7

Data from ChEMBL 36 via Core Engine