Lisavanbulin

CAT: 0804-HY-19916-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-19916-01Size:5 mg

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Description

Lisavanbulin (BAL-101553) is the prodrug of the microtubule targeting agent Avanbulin (BAL 27862). Lisavanbulin is a BBB-penetrant and orally active antitumor agent, especially in tumors that express high levels of end-binding protein 1. Lisavanbulin has ability to target tumor cell proliferation and affects the tumor microenvironment by reducing tumor microvasculature. Lisavanbulin is also a spindle assembly checkpoint activator. Lisavanbulin induces cell cycle arrest and subsequent death or aberrant chromosome segregation. Lisavanbulin can be studied in research for diffuse large B cell lymphoma (DLBCL) and glioblastoma[1][2][3][4].

CAS Number

1263384-43-5

Product Name Alternative

BAL-101553

UNSPSC

12352005

Target

Checkpoint Kinase (Chk) ; Microtubule/Tubulin

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage; Cytoskeleton

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/lisavanbulin.html

Purity

99.24

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=C(NC1=CC=C(C(CN2C3=CC=CC=C3N=C2C4=NON=C4NCCC#N)=O)C=C1)[C@@H](N)CCCCN

Molecular Formula

C26H29N9O3

Molecular Weight

515.57

References & Citations

[1]Spriano F, et al. Assessment of lisavanbulin (BAL101553) as an anti-lymphoma agent[J]. bioRxiv, 2023: 2022.12. 31.521730.|[2]Joerger, M., et al., (2023) . Safety and anti-tumor activity of lisavanbulin administered as 48-hour infusion in patients with ovarian cancer or recurrent glioblastoma: a phase 2a study. Investigational new drugs, 41 (2), 267–275. |[3]Holdhoff, M., et al., (2024) . Lisavanbulin (BAL101553), a novel microtubule inhibitor, plus radiation in patients with newly diagnosed, MGMT promoter unmethylated glioblastoma. Neuro-oncology advances, 6 (1), vdae150. |[4]Genoud, V., et al., (2021) . Treating ICB-resistant glioma with anti-CD40 and mitotic spindle checkpoint controller BAL101553 (lisavanbulin) . JCI insight, 6 (18), e142980.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C, 3 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Phase 2

Chemical Information

Lisavanbulin

Lisavanbulin is under investigation in clinical trial NCT02895360 (Phase 1/2a Study of BAL101553 as 48-hour Infusions in Patients With Advanced Solid Tumors or Recurrent Glioblastoma).

CAS Number	1263384-43-5
PubChem CID	45259014
IUPAC Name	(2S)-2,6-diamino-N-[4-[2-[2-[4-(2-cyanoethylamino)-1,2,5-oxadiazol-3-yl]benzimidazol-1-yl]acetyl]phenyl]hexanamide
Molecular Formula	C26H29N9O3
Molecular Weight	515.6
XLogP	1.5
Topological Polar Surface Area	191
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	13
Heavy Atom Count	38
Formal Charge	0
Complexity	828

SMILES

C1=CC=C2C(=C1)N=C(N2CC(=O)C3=CC=C(C=C3)NC(=O)[C@H](CCCCN)N)C4=NON=C4NCCC#N

InChI

InChI=1S/C26H29N9O3/c27-13-4-3-6-19(29)26(37)31-18-11-9-17(10-12-18)22(36)16-35-21-8-2-1-7-20(21)32-25(35)23-24(34-38-33-23)30-15-5-14-28/h1-2,7-12,19H,3-6,13,15-16,27,29H2,(H,30,34)(H,31,37)/t19-/m0/s1

InChIKey

NIPZLALJRAHABJ-IBGZPJMESA-N

Chemical Structure

2D Structure

CAS: 1263384-43-5

CID: 45259014

Formula: C26H29N9O3

MW: 515.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	515.6
XLogP3	1.5
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	13
Exact Mass	515.23933582
Monoisotopic Mass	515.23933582
Topological Polar Surface Area	191 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	828
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
T88188-01	Lisavanbulin
GTR19238348-01	Lisavanbulin dihydrochloride

Lisavanbulin

Chemical Information

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