General Information of the Compound
Compound ID
CP0384763
Compound Name
(R)-6-(pyrrolidin-3-ylmethoxy)-2-naphthonitrile
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Synonyms
(R)-6-(pyrrolidin-3-ylmethoxy)-2-naphthonitrile
CHEMBL506397
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Structure
Formula
C16H16N2O
Molecular Weight
252.317
Canonical SMILES
N#Cc1ccc2cc(OC[C@@H]3CCNC3)ccc2c1
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InChI
InChI=1S/C16H16N2O/c17-9-12-1-2-15-8-16(4-3-14(15)7-12)19-11-13-5-6-18-10-13/h1-4,7-8,13,18H,5-6,10-11H2/t13-/m1/s1
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InChIKey
PYEILVKGQDUINV-CYBMUJFWSA-N
Physicochemical Property
logP
2.69978
Rotatable Bonds
3
Heavy Atom Count
19
Polar Areas
45.05
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
19

"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: 44592199
ChEMBL ID
CHEMBL506397
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: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 772 nM
   TI
   LI
   LO
   TS
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 42 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( (R)-6-(pyrrolidin-3-ylmethoxy)-2-naphthonitrile )
Drug Name (R)-6-(pyrrolidin-3-ylmethoxy)-2-naphthonitrile
Target(s)
Norepinephrine transporter (NET)
Inhibitor
Serotonin transporter (SERT)
Inhibitor