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Compound Detail

CHEMBL378544

VINBLASTINE SULFATE
💊 Approved Drug
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💊 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.O=S(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL378544
Name VINBLASTINE SULFATE
Phase Approved
Structure Type MOL
InChI Key KDQAABAKXDWYSZ-PNYVAJAMSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL159
Active Moiety CHEMBL159

Known Names

29060-LE 29060LE Alkaban-aq NSC-49842 Velban Velbe Vinblast,lederle Vinblastine sulfate Vinblastine sulphate Vinblastini sulfas Vincaleukoblastine sulfate Vlb monosulfate
24
Targets
80
Activities
2
Assay Types
0
PK Parameters
20
Publications
12
Known Names
20
Indications
1
Mechanisms

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
USAN Stem -astine; vin-
USAN Year 1962

Extended Properties

Molecular Formula C46H60N4O13S
MW 909.07
Aromatic Rings 3
Heavy Atoms 59
NP-Likeness 1.53

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Communicable Diseases Hodgkin Disease Hodgkin Disease Lymphoma Lymphoma, Large B-Cell, Diffuse Lung Neoplasms Neoplasms, Germ Cell and Embryonal Ovarian Neoplasms Prostatic Neoplasms, Castration-Resistant Testicular Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Uterine Cervical Neoplasms Desmoid Tumors Kidney Neoplasms Melanoma Melanoma Mesothelioma Sarcoma Urethral Neoplasms

Activity Summary

IC50 79 meas. best 9.49
EC50 1 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 9.49 7.535 0.3 14
K562
CHEMBL385
 IC50 9.0 8.8667 1.0 9
CWR22R
CHEMBL612657
 IC50 9.0 9.0 1.0 1
HCT-116
CHEMBL394
 IC50 9.0 9.0 1.0 1
Unchecked
CHEMBL612545
 IC50 9.0 8.6652 1.0 23
MCF7
CHEMBL387
 IC50 8.15 6.385 7.0 2
MDA-MB-231
CHEMBL400
 IC50 8.08 6.29 8.3 2
HepG2
CHEMBL395
 IC50 7.72 7.2567 19.0 3
Tubulin
CHEMBL2095182
 IC50 6.89 6.89 130.0 1
Tubulin
CHEMBL2111354
 IC50 6.89 6.89 130.0 7
LNCaP
CHEMBL612518
 EC50 6.3 6.3 500.0 1
HT-29
CHEMBL384
 IC50 6.26 5.605 550.0 2
BXPC-3
CHEMBL614530
 IC50 5.95 5.95 1130.0 1
UACC-903
CHEMBL612446
 IC50 5.78 5.78 1650.0 1
SK-MEL-5
CHEMBL614922
 IC50 5.76 5.76 1740.0 1
A549
CHEMBL392
 IC50 5.63 4.9 2360.0 2
C32
CHEMBL1075401
 IC50 5.52 5.52 3000.0 1
DU-145
CHEMBL613508
 IC50 5.37 5.37 4250.0 1
A-375
CHEMBL613859
 IC50 5.14 5.14 7200.0 1
ACHN
CHEMBL614519
 IC50 4.64 4.64 22700.0 1
LNCaP
CHEMBL612518
 IC50 4.53 4.53 29300.0 1
ADMET
CHEMBL612558
 IC50 4.42 4.42 37600.0 1
COR-L23
CHEMBL613854
 IC50 4.34 4.34 45500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.34 4.34 45600.0 1
Caco-2
CHEMBL614058
 IC50 4.16 4.16 69000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.32 nM 9.49 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 0.52 nM 9.28 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.93 nM 9.03 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.93 nM 9.03 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
K562 IC50 = 1.0 nM 9.0 Antiproliferative activity against human K562 cell line 17181164
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
K562 IC50 = 1.0 nM 9.0 Antiproliferative activity against human K562 cells after 48 hrs 19220018
K562 IC50 = 1.0 nM 9.0 Antiproliferative activity against human K562 cells after 48 hrs 20537765
K562 IC50 = 1.0 nM 9.0 Antiproliferative activity against human K562 cells after 48 hrs 17973361
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
HCT-116 IC50 = 1.0 nM 9.0 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 38237151
CWR22R IC50 = 1.0 nM 9.0 Cytotoxicity against human 22Rv1 cells assessed as reduction in cell viability m... 38237151

Literature References

PubMed DOI Target Context # Activities
412968 10.1021/jm00199a016 B16 20
19734910 10.1038/nchembio.215 Plasmodium falciparum 14
412968 10.1021/jm00199a016 P388 11
17287337 10.1073/pnas.0611340104 Mus musculus 6
430477 10.1021/jm00190a008 P388/VCR 6
12880314 10.1021/np020356j NON-PROTEIN TARGET 5
412968 10.1021/jm00199a016 Mus musculus 4
430477 10.1021/jm00190a008 NON-PROTEIN TARGET 4
430477 10.1021/jm00190a008 CHO 3
430477 10.1021/jm00190a008 P388/S 3
430477 10.1021/jm00190a008 Mus musculus 3
412968 10.1021/jm00199a016 NON-PROTEIN TARGET 3
19467877 10.1016/j.bmc.2009.05.006 Caco-2 2
19467877 10.1016/j.bmc.2009.05.006 A-375 2
18617414 10.1016/j.bmc.2008.06.028 Unchecked 2
19467877 10.1016/j.bmc.2009.05.006 ADMET 2
17287337 10.1073/pnas.0611340104 MDA-MB-435 2
17287337 10.1073/pnas.0611340104 HCT-116 2
19467877 10.1016/j.bmc.2009.05.006 C32 2
23708010 10.1016/j.ejmech.2013.04.057 HepG2 2

Data from ChEMBL 36 via Core Engine