General Information of the Compound
Compound ID
CP0177122
Compound Name
(2S)-5-amino-2-{[(2S)-1-{[(4R,7S,10S,13S,16R)-13-[(2S)-butan-2-yl]-7-(carbamoylmethyl)-16-[(4-ethoxyphenyl)methyl]-10-[(1R)-1-hydroxyethyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)pentanamide
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Synonyms
081D12SI0Z
1-(3-Mercaptopropanoic acid)-2-(O-ethyl-D-tyrosine)-4-L-threonine-8-L-ornithineoxytocin
1-(3-Mercaptopropionic acid)-2-(3-(p-ethoxyphenyl)-D-alanine)-4-L-threonine-8-L-ornithineox
1-Deamino-2-D-Tyr-(O-ethyl)-4-Thr-8-ornoxytocin
1-Deamino-2D-tyr-(OEt)-4-thr-8-orn-oxytocin
90779-69-4
ATOSIBAN
Antocin
Antocin II
Atosiban
Atosiban [USAN:INN:BAN]
Atosiban acetate
Atosibanum
Atosibanum [INN-Latin]
CHEMBL382301
NCGC00165718-01
ORF 22164
Orf-22164
RWJ-22164
RWJ22164
Rwj 22164
Tractocile
UNII-081D12SI0Z
dTVT
deTVT
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Structure
Formula
C43H67N11O12S2
Molecular Weight
994.208
Canonical SMILES
CCOc1ccc(C[C@H]2NC(=O)CCSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)[C@@H](C)CC)[C@@H](C)O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O)cc1
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InChI
InChI=1S/C43H67N11O12S2/c1-5-23(3)35-41(63)53-36(24(4)55)42(64)50-29(20-32(45)56)38(60)51-30(43(65)54-17-8-10-31(54)40(62)49-27(9-7-16-44)37(59)47-21-33(46)57)22-68-67-18-15-34(58)48-28(39(61)52-35)19-25-11-13-26(14-12-25)66-6-2/h11-14,23-24,27-31,35-36,55H,5-10,15-22,44H2,1-4H3,(H2,45,56)(H2,46,57)(H,47,59)(H,48,58)(H,49,62)(H,50,64)(H,51,60)(H,52,61)(H,53,63)/t23-,24+,27-,28+,29-,30-,31-,35-,36-/m0/s1
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InChIKey
VWXRQYYUEIYXCZ-OBIMUBPZSA-N
CAS
90779-69-4
Physicochemical Property
logP
-3.0446
Rotatable Bonds
18
Heavy Atom Count
68
Polar Areas
365.67
Hydrogen Bond Donor Count
11
Hydrogen Bond Acceptor Count
15
Complexity
68

"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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Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 5311010
SID: 12014192
ChEMBL ID
CHEMBL382301
DrugBank ID
DB09059
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: PT01658, Oxytocin receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000065 HEK293-EBNA Homo sapiens (Human)  2
1
IC50 = 59 nM
   TI
   LI
   LO
   TS
2
Ki = 27 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 372 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 11 nM
2 Ki = 32 nM
3 Ki = 39.81 nM
4 Ki = 397 nM
Protein ID: PT01510, Oxytocin receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 76 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 39.81 nM
Protein ID: PT01839, Vasopressin V1a receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 0.63 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.15 nM
2 Ki = 4.7 nM
Clinical Information about the Compound
Drug 1 ( ATOSIBAN )
Drug Name ATOSIBAN
Target(s)
Oxytocin receptor (OTR)
Inhibitor
Vasopressin V1a receptor (V1AR)
Inhibitor
Vasopressin V1b receptor (V1BR)
Inhibitor
Vasopressin V2 receptor (V2R)
Inhibitor