ChemComp-RRC: R-ROSCOVITINE

Basic information

• Entry: Database: PDB chemical components / ID: RRC
• Name: Name: R-roscovitine

Wikipedia

Wikipedia - Seliciclib: Seliciclib is an experimental drug candidate in the family of pharmacological cyclin-dependent kinase (CDK) inhibitors that preferentially inhibit multiple enzyme targets including CDK2, CDK7 and CDK9, which alter the growth phase or state within the cell cycle of treated cells. Seliciclib is being developed by Cyclacel.This is a phase II, dose ranging, multicenter, randomized, double-blind, placebo-controlled study.

The aim of this study is to assess the safety of increasing doses of roscovitine administered orally for 4 cycles of 4 consecutive days (treatment "on") separated by a 3 days treatment free period (treatment "off") in adult CF subjects with Cystic Fibrosis carrying 2 Cystic Fibrosis causing mutations with at least one F508del-CFTR mutation and chronically infected with Pseudomonas aeruginosa.

This study involved 36 Cystic Fibrosis patients: 24 treated and 12 controls.

Seliciclib is being researched for the treatment of non-small cell lung cancer (NSCLC), Cushing's disease, leukemia, HIV infection, Parkinson's disease, herpes simplex infection, cystic fibrosis and the mechanisms of chronic inflammation disorders.

Seliciclib is a 2,6,9-substituted purine analog...

• Comment: inhibitor*YM

Chemical information

Composition

Formula: C₁₉H₂₆N₆O / Number of atoms: 52 / Formula weight: 354.449 / Formal charge: 0

Others

1unl

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: RRC / Model coordinates PDB-ID: 1UNL

History

Create component	Sep 9, 2003
Modify descriptor	Jun 4, 2011

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Details

SMILES

• ACDLabs 10.04: n1c(c2ncn(c2nc1NC(CC)CO)C(C)C)NCc3ccccc3
• CACTVS 3.341: CC[CH](CO)Nc1nc(NCc2ccccc2)c3ncn(C(C)C)c3n1
• OpenEye OEToolkits 1.5.0: CCC(CO)Nc1nc(c2c(n1)n(cn2)C(C)C)NCc3ccccc3

SMILES CANONICAL

• CACTVS 3.341: CC[C@H](CO)Nc1nc(NCc2ccccc2)c3ncn(C(C)C)c3n1
• OpenEye OEToolkits 1.5.0: CC[C@H](CO)Nc1nc(c2c(n1)n(cn2)C(C)C)NCc3ccccc3

InChI

• InChI 1.03: InChI=1S/C19H26N6O/c1-4-15(11-26)22-19-23-17(20-10-14-8-6-5-7-9-14)16-18(24-19)25(12-21-16)13(2)3/h5-9,12-13,15,26H,4,10-11H2,1-3H3,(H2,20,22,23,24)/t15-/m1/s1

InChIKey

• InChI 1.03: BTIHMVBBUGXLCJ-OAHLLOKOSA-N

SYSTEMATIC NAME

• ACDLabs 10.04: (2R)-2-{[6-(benzylamino)-9-(1-methylethyl)-9H-purin-2-yl]amino}butan-1-ol
• OpenEye OEToolkits 1.5.0: (2R)-2-[[6-(phenylmethylamino)-9-propan-2-yl-purin-2-yl]amino]butan-1-ol

PDB entries

Showing all 6 items

PDB-1unl:
Structural mechanism for the inhibition of CD5-p25 from the roscovitine, aloisine and indirubin.

PDB-1ygk:
Crystal Structure of Pyridoxal Kinase in Complex with Roscovitine and Derivatives

PDB-2a4l:
Human cyclin-dependent kinase 2 in complex with roscovitine

PDB-3ddq:
Structure of phosphorylated Thr160 CDK2/cyclin A in complex with the inhibitor roscovitine

PDB-8bu9:
Structure of DDB1 bound to roscovitine-engaged CDK12-cyclin K

PDB-8fp0:
Ternary complex of CDK2 with small molecule ligands TW8672 and Roscovitine