General Information of the Compound
Compound ID
CP0044466
Compound Name
NOSCAPINE
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Synonyms
CB3304
Noscapine
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Structure
Formula
C22H23NO7
Molecular Weight
413.426
Canonical SMILES
COc1ccc2[C@H](OC(=O)c2c1OC)[C@@H]1N(C)CCc2cc3OCOc3c(OC)c12
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InChI
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
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InChIKey
AKNNEGZIBPJZJG-MSOLQXFVSA-N
CAS
128-62-1
Physicochemical Property
logP
2.8818
Rotatable Bonds
4
Heavy Atom Count
30
Polar Areas
75.69
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Complexity
30

"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: 275196
SID: 14831210
ChEMBL ID
CHEMBL364713
DrugBank ID
DB06174
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: PT01049, Cytochrome P450 2C19
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 400.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Potency = 158.5 nM
Protein ID: PT00905, Cytochrome P450 2C9
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 8177.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Potency = 125.9 nM
Protein ID: PT05367, Multidrug and toxin extrusion protein 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 34500 nM
   TI
   LI
   LO
   TS
Protein ID: PT04591, Solute carrier family 22 member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 2600 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( CB3304 )
Drug Name CB3304
Company Cougar Biotechnology
Indication
Solid tumour/cancer
Phase 1/2