7-hydroxystaurosporine   Click here for help

GtoPdb Ligand ID: 7907

Synonyms: KRX-0601 | KRX0601 | UCN 01 | UCN-01
PDB Ligand
Compound class: Synthetic organic
Comment: 7-hydroxystaurosporine is a cell-permeable staurosporine derivative, with anticancer activity [6]. It reversibly and ATP-competitively inhibits multiple protein kinases, including PKCα, β, γ, δ and ε [5], Chk1 [1-3], Cdc25C-associated protein kinase 1 (cTAK1) [1], Cdk1 [2], PAK4, Cdk5/p25, Chk2 [1], PDK1 [4], Lck [2], p38 MAPK kinase 2 (MAPK14) [3], Akt, GSK-3β [2] and PKA [6].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 89.68
Molecular weight 482.2
XLogP 5.58
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CNC1CC2OC(C1OC)(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3C(NC1=O)O
Isomeric SMILES CN[C@@H]1C[C@H]2O[C@]([C@@H]1OC)(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3[C@H](NC1=O)O
InChI InChI=1S/C28H26N4O4/c1-28-25(35-3)15(29-2)12-18(36-28)31-16-10-6-4-8-13(16)19-21-22(27(34)30-26(21)33)20-14-9-5-7-11-17(14)32(28)24(20)23(19)31/h4-11,15,18,25,27,29,34H,12H2,1-3H3,(H,30,33)/t15-,18-,25-,27-,28+/m1/s1
InChI Key PBCZSGKMGDDXIJ-HQCWYSJUSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
KRX-0601 | KRX0601 | UCN 01 | UCN-01
Database Links Click here for help
CAS Registry No. 112953-11-4
ChEMBL Ligand CHEMBL1236539
GtoPdb PubChem SID 249565590
PubChem CID 72271
RCSB PDB Ligand UCN
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SynPHARM 80784 (in complex with 3-phosphoinositide dependent protein kinase 1)