PRD_001166

bicyclic peptide UK749

Created: 2013-09-12
Last modified:  2014-02-05

PRD_001166 is described in the Biologically Interesting Molecule Reference Dictionary (BIRD).

The representative PDB ID is 4MNW.

Chemical Details

Formal Charge0
Atom Count227
Chiral Atom Count12
Bond Count231
Aromatic Bond Count16
Toggle HydrogenToggle Labels

Chemical Component Summary

Namebicyclic peptide UK749
Systematic Name (OpenEye OEToolkits)n/a
FormulaC71 H108 N25 O20 S3
Molecular Weight1,727.968
TypePEPTIDE-LIKE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01O=C(NC(C(=O)N)CC(=O)N)C3NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(N)CCC(=O)N)CSCc1cc(cc(c1)CSC2)CSC3)Cc5c4ccccc4nc5)CC(=O)O)CCCNC(=[NH2+])\N)CCC(=O)O)CC(=O)N)CCCNC(\N)=[NH2+])CCCC[NH3+]
SMILESCACTVS3.385N[CH](CCC(N)=O)C(=O)N[CH]1CSCc2cc3CSC[CH](NC(=O)CNC(=O)[CH](CCCNC(N)=[NH2+])NC(=O)[CH](CC(O)=O)NC(=O)[CH](Cc4c[nH]c5ccccc45)NC1=O)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](CC(N)=O)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](CSCc(c3)c2)C(=O)N[CH](CC(N)=O)C(N)=O
SMILESOpenEye OEToolkits1.7.6c1ccc2c(c1)c(c[nH]2)CC3C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC4CSCc5cc(cc(c5)CSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC4=O)CCC(=O)O)CC(=O)N)CCCNC(=[NH2+])N)CCCC[NH3+])C(=O)NC(CC(=O)N)C(=O)N)CSCC(C(=O)N3)NC(=O)C(CCC(=O)N)N)CCCNC(=[NH2+])N)CC(=O)O
Canonical SMILESCACTVS3.385 N[C@@H](CCC(N)=O)C(=O)N[C@H]1CSCc2cc3CSC[C@H](NC(=O)CNC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC1=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CSCc(c3)c2)C(=O)N[C@@H](CC(N)=O)C(N)=O
Canonical SMILESOpenEye OEToolkits1.7.6 c1ccc2c(c1)c(c[nH]2)C[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H]4CSCc5cc(cc(c5)CSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC4=O)CCC(=O)O)CC(=O)N)CCCNC(=[NH2+])N)CCCC[NH3+])C(=O)N[C@@H](CC(=O)N)C(=O)N)CSC[C@@H](C(=O)N3)NC(=O)[C@H](CCC(=O)N)N)CCCNC(=[NH2+])N)CC(=O)O
InChIInChI1.03 InChI=1S/C71H105N25O20S3/c72-16-4-3-9-42-62(109)96-51(68(115)91-45(58(77)105)23-53(75)98)33-119-30-36-20-34-19-35(21-36)29-118-32-50(95-59(106)39(73)12-14-52(74)97)69(116)92-46(22-37-26-84-40-8-2-1-7-38(37)40)64(111)94-48(25-57(103)104)66(113)87-41(10-5-17-82-70(78)79)60(107)85-27-55(100)86-49(31-117-28-34)67(114)90-44(13-15-56(101)102)63(110)93-47(24-54(76)99)65(112)89-43(61(108)88-42)11-6-18-83-71(80)81/h1-2,7-8,19-21,26,39,41-51,84H,3-6,9-18,22-25,27-33,72-73H2,(H2,74,97)(H2,75,98)(H2,76,99)(H2,77,105)(H,85,107)(H,86,100)(H,87,113)(H,88,108)(H,89,112)(H,90,114)(H,91,115)(H,92,116)(H,93,110)(H,94,111)(H,95,106)(H,96,109)(H,101,102)(H,103,104)(H4,78,79,82)(H4,80,81,83)/p+3/t39-,41-,42+,43+,44-,45?,46-,47+,48?,49+,50+,51+/m1/s1
InChIKeyInChI1.03 RGEWLDCMTHNSPX-SRFZVRJYSA-Q