TP-1287

CAT: 0804-HY-153260-02Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-153260-02Size:10 mg

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24/48H Stock Items & 2 to 6 Weeks non Stock Items.

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Description

TP-1287, a prodrug of Alvocidib , is an orally active CDK9 inhibitor[1].

CAS Number

2044686-42-0

UNSPSC

12352005

Target

CDK

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/tp-1287.html

Purity

95.10

Solubility

DMSO : 10 mg/mL (ultrasonic; warming; heat to 60°C) |Methanol : 125 mg/mL (ultrasonic)

Smiles

O=P(O)(O)OC1=CC(O)=C(C(C=C(C2=C(C=CC=C2)Cl)O3)=O)C3=C1[C@@H]4[C@@H](CN(CC4)C)O

Molecular Formula

C21H21ClNO8P

Molecular Weight

481.82

References & Citations

[1]Tyagi E, et al. The Oral CDK9 Inhibitor, TP-1287, Is Active in Non-Clinical Models of Multiple Myeloma. Blood, 2018, 132: 3269.|[2]Kim W, et al. TP-1287, an oral prodrug of the cyclin-dependent kinase-9 inhibitor alvocidib. Cancer Research, 2017, 77 (13_Supplement) : 5133-5133.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

Phase 1

Isoform

CDK9

Chemical Information

Tp-1287

Alvocidib Prodrug TP-1287 is an orally bioavailable, highly soluble phosphate prodrug of alvocidib, a potent inhibitor of cyclin-dependent kinase-9 (CDK9), with potential antineoplastic activity. Upon administration of the phosphate prodrug TP-1287, the prodrug is enzymatically cleaved at the tumor site and the active moiety alvocidib is released. Alvocidib targets and binds to CDK9, thereby reducing the expression of CDK9 target genes such as the anti-apoptotic protein MCL-1, and inducing G1 cell cycle arrest and apoptosis in CDK9-overexpressing cancer cells.

CAS Number	2044686-42-0
PubChem CID	124083048
IUPAC Name	[2-(2-chlorophenyl)-5-hydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-7-yl] dihydrogen phosphate
Molecular Formula	C21H21ClNO8P
Molecular Weight	481.8
XLogP	-0.3
Topological Polar Surface Area	137
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	4
Heavy Atom Count	32
Formal Charge	0
Complexity	790

SMILES

CN1CC[C@@H]([C@@H](C1)O)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=CC=C4Cl)O)OP(=O)(O)O

InChI

InChI=1S/C21H21ClNO8P/c1-23-7-6-12(16(26)10-23)19-18(31-32(27,28)29)9-15(25)20-14(24)8-17(30-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,16,25-26H,6-7,10H2,1H3,(H2,27,28,29)/t12-,16+/m0/s1

InChIKey

YRNFLVUMZIRYKY-BLLLJJGKSA-N

Chemical Structure

2D Structure

CAS: 2044686-42-0

CID: 124083048

Formula: C21H21ClNO8P

MW: 481.8

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	481.8
XLogP3	-0.3
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	4
Exact Mass	481.0693313
Monoisotopic Mass	481.0693313
Topological Polar Surface Area	137 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	790
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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