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Sirpiglenastat

CAT: 0804-HY-132832-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-132832-01Size:1 mg
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Description
Sirpiglenastat (DRP-104) is a broad acting glutamine antagonist. Sirpiglenastat has anticancer effects by directly targeting tumor metabolism and simultaneously inducing a potent antitumor immune response[1][2].
CAS Number
2079939-05-0
Product Name Alternative
DRP-104
UNSPSC
12352005
Target
Others
Type
Reference compound
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/sirpiglenastat.html
Purity
99.13
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CC(C)OC([C@H](CCC(C=[N+]=[N-])=O)NC([C@@H](NC(C)=O)CC1=CNC2=CC=CC=C12)=O)=O
Molecular Formula
C22H27N5O5
Molecular Weight
441.48
References & Citations
[1]Yumi Yokoyama, et al. DRP-104, a novel broad acting glutamine antagonist, induces distinctive immune modulation mechanisms and synergistic efficacy in combination with immune checkpoint blockade. J Immunother Cancer. 2019 Nov 6;7 (Suppl 1) :282.|[2]Yumi Yokoyama, et al. DRP-104, a broad acting glutamine antagonist, synergizes with immune checkpoint blockade in vivo. Cancer Res 2021;81 (13_Suppl) :Abstract nr 1563.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Sirpiglenastat

Sirpiglenastat, also known as DRP-104, is a prodrug of [6-diazo-5-oxo-L-norleucine] (DON), which is a broad-acting glutamine antagonist. It is under investigation in clinical trial NCT04471415 (Study to Investigate DRP-104 in Adults With Advanced Solid Tumors).

CAS Number2079939-05-0
PubChem CID137308771
IUPAC Namepropan-2-yl (2S)-2-[[(2S)-2-acetamido-3-(1H-indol-3-yl)propanoyl]amino]-6-diazo-5-oxohexanoate
Molecular FormulaC22H27N5O5
Molecular Weight441.5
XLogP1.2
Topological Polar Surface Area119
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Heavy Atom Count32
Formal Charge0
Complexity749
SMILES
CC(C)OC(=O)[C@H](CCC(=O)C=[N+]=[N-])NC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)C
InChI
InChI=1S/C22H27N5O5/c1-13(2)32-22(31)19(9-8-16(29)12-25-23)27-21(30)20(26-14(3)28)10-15-11-24-18-7-5-4-6-17(15)18/h4-7,11-13,19-20,24H,8-10H2,1-3H3,(H,26,28)(H,27,30)/t19-,20-/m0/s1
InChIKey
LQNMCWOJACNQQM-PMACEKPBSA-N
Chemical Structure
2D Structure
2D structure of Sirpiglenastat
CAS: 2079939-05-0
CID: 137308771
Formula: C22H27N5O5
MW: 441.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight441.5
XLogP31.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Exact Mass441.20121898
Monoisotopic Mass441.20121898
Topological Polar Surface Area119 Ų
Heavy Atom Count32
Formal Charge0
Complexity749
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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