General Information of the Compound
Compound ID
CP0034962
Compound Name
16-hydroxy-16-(hydroxymethyl)-15-methyl-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1(26),2(6),7(27),8(13),9,11,20(25),21,23-nonaen-3-one
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Synonyms
A 1544750
CEP 701
CEP-701
KT 5555
KT-5555
KT5555
Lestaurtinib
Lestaurtinib (USAN/INN)
SP 924
SPM-924
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Structure
Formula
C26H21N3O4
Molecular Weight
439.471
Canonical SMILES
C[C@]12O[C@H](C[C@]1(O)CO)n1c3ccccc3c3c4C(=O)NCc4c4c5ccccc5n2c4c13
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InChI
InChI=1S/C26H21N3O4/c1-25-26(32,12-30)10-18(33-25)28-16-8-4-2-6-13(16)20-21-15(11-27-24(21)31)19-14-7-3-5-9-17(14)29(25)23(19)22(20)28/h2-9,18,30,32H,10-12H2,1H3,(H,27,31)/t18-,25+,26+/m1/s1
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InChIKey
UIARLYUEJFELEN-LROUJFHJSA-N
CAS
111358-88-4
156256-78-9
Physicochemical Property
logP
3.4744
Rotatable Bonds
1
Heavy Atom Count
33
Polar Areas
88.65
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 126565
SID: 26683764
ChEMBL ID
CHEMBL603469
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 473.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT01008, Macrophage colony-stimulating factor 1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000121 FDC-P1 Mus musculus (Mouse)  1
1
IC50 = 31 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 110 nM
Protein ID: PT01204, Receptor-type tyrosine-protein kinase FLT3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000120 RS4;11 Homo sapiens (Human)  2
1
IC50 = 1.5 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.6 nM
   TI
   LI
   LO
   TS
CL000091 MV4-11 Homo sapiens (Human)  1
1
IC50 = 2.5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3 nM
2 IC50 = 5 nM
3 IC50 = 8.2 nM
4 Kd = 0.57 nM
5 Kd = 0.66 nM
6 Kd = 1.4 nM
7 Kd = 1.5 nM
8 Kd = 5.4 nM
9 Kd = 7 nM
10 Kd = 8.5 nM
Protein ID: PT05302, Receptor-type tyrosine-protein kinase FLT3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000616 Ba/F3 FLT3-ITD Mus musculus (Mouse)  1
1
IC50 = 1.5 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000045 A-375 Homo sapiens (Human)  1
1
IC50 = 32 nM
   TI
   LI
   LO
   TS
CL000091 MV4-11 Homo sapiens (Human)  1
1
IC50 = 2.1 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Lestaurtinib )
Drug Name Lestaurtinib
Company Cephalon; Kyowa Hakko Kogyo
Indication
Acute myeloid leukaemia
Approved (orphan drug)
Myeloid leukaemia
Phase 3
Psoriasis vulgaris
Phase 2/3
Acute myeloid leukaemia
Phase 2
Target(s)
Fms-like tyrosine kinase 3 (FLT-3)
Modulator