General Information of the Compound
Compound ID
CP0037579
Compound Name
(2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-dibutylcarbamoylmethyl-2-(4-methoxy-phenyl)-pyrrolidine-3-carboxylic acid
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Synonyms
(+)-A 127722
(+)-A-127722
(11C)ABT-627
(2R,3R,4S)-4-(1,3-benzodioxol-5-yl)-1-[2-(dibutylamino)-2-oxoethyl]-2-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid
2-(4-methoxyphenyl)-4-(1,3-benzodioxol-5-yl)-1-(((dibutylamino)carbonyl)methyl)pyrrolidine-3-carboxylic acid
2R-(4-methoxyphenyl)-4S(1,3-benzodioxol-5-yl)-1-(N,N-di(n-butyl)aminocarbonyl-methyl)-pyrrolidine-3R-carboxylic acid
A 127722
A 147627
A-127722
A-127722.5
A-147627
ABT 627
ABT-627
Atrasentan
Atrasentan [INN]
Xinlay
Xinlay (TN)
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Structure
Formula
C29H38N2O6
Molecular Weight
510.631
Canonical SMILES
CCCCN(CCCC)C(=O)CN1C[C@@H]([C@H]([C@@H]1c1ccc(OC)cc1)C(O)=O)c1ccc2OCOc2c1
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InChI
InChI=1S/C29H38N2O6/c1-4-6-14-30(15-7-5-2)26(32)18-31-17-23(21-10-13-24-25(16-21)37-19-36-24)27(29(33)34)28(31)20-8-11-22(35-3)12-9-20/h8-13,16,23,27-28H,4-7,14-15,17-19H2,1-3H3,(H,33,34)/t23-,27-,28+/m1/s1
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InChIKey
MOTJMGVDPWRKOC-QPVYNBJUSA-N
CAS
173937-91-2
Physicochemical Property
logP
4.694
Rotatable Bonds
12
Heavy Atom Count
37
Polar Areas
88.54
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Complexity
37

"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: 159594
SID: 12014999
ChEMBL ID
CHEMBL9194
DrugBank ID
DB06199
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: PT01785, Endothelin-1 receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000304 MMQ
 Cell Line Info 
Rattus norvegicus (Rat)  2
1
IC50 = 0.31 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 0.36 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.08 nM
2 Ki = 0.034 nM
3 Ki = 0.047 nM
Protein ID: PT01372, Endothelin-1 receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.034 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.034 nM
2 IC50 = 0.08 nM
3 IC50 = 0.31 nM
Clinical Information about the Compound
Drug 1 ( Atrasentan )
Drug Name Atrasentan
Company Abbott
Indication
Diabetic nephropathy
Phase 3
Prostate cancer
Withdrawn from market
Target(s)
Endothelin A receptor (EDNRA)
 Target Info 
Antagonist