General Information of the Compound
Compound ID
CP0128813
Compound Name
(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S,4R)-1-[(2S)-1-[(2S)-2-[[(2R)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
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Synonyms
109333-26-8
Arg-3-hyp-7-phe-bradykinin
Bradykinin, N2-D-arginyl-3-(trans-4-hydroxy-L-proline)-7-D-phenylalanine-
Bradykinin, arg(0)-hyp(3)-phe(7)-
Bradykinin, arg-hyp(3)-phe(7)-
Bradykinin, arginyl-hydroxyprolyl(3)-phenylalanine(7)-
CHEBI:73294
CHEMBL446325
DV64B0PLEH
NPC-567
Npc 567
Npc-567
UNII-DV64B0PLEH
[D-Arg(0),Hyp(3),D-Phe(7)]bradykinin
arg(0)-hyp(3)-phe(7)-bradykinin
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Structure
Formula
C60H87N19O13
Molecular Weight
1282.476
Canonical SMILES
N[C@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N1C[C@H](O)C[C@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O
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InChI
InChI=1S/C60H87N19O13/c61-39(20-10-24-68-58(62)63)49(83)73-40(21-11-25-69-59(64)65)55(89)78-27-13-23-46(78)56(90)79-33-38(81)31-47(79)54(88)71-32-48(82)72-42(28-35-14-4-1-5-15-35)50(84)77-45(34-80)53(87)76-44(30-37-18-8-3-9-19-37)52(86)75-43(29-36-16-6-2-7-17-36)51(85)74-41(57(91)92)22-12-26-70-60(66)67/h1-9,14-19,38-47,80-81H,10-13,20-34,61H2,(H,71,88)(H,72,82)(H,73,83)(H,74,85)(H,75,86)(H,76,87)(H,77,84)(H,91,92)(H4,62,63,68)(H4,64,65,69)(H4,66,67,70)/t38-,39-,40+,41+,42+,43+,44-,45+,46+,47+/m1/s1
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InChIKey
RBIXVHPHNGXTCI-QJTYZATASA-N
CAS
109333-26-8
Physicochemical Property
logP
-5.7427
Rotatable Bonds
36
Heavy Atom Count
92
Polar Areas
541.3
Hydrogen Bond Donor Count
17
Hydrogen Bond Acceptor Count
16
Complexity
92

"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: 119343
SID: 14890559
ChEMBL ID
CHEMBL446325
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: PT02392, B2 bradykinin 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
IC50 = 14 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 7 nM
2 IC50 = 10 nM
3 IC50 = 14 nM
Clinical Information about the Compound
Drug 1 ( NPC-567 )
Drug Name NPC-567
Indication
Rhinitis
Discontinued in Phase 2
Target(s)
B2 bradykinin receptor (BDKRB2)
 Target Info 
Inhibitor