PRD_001208

Stapled peptide (ACE)NWFNITN(DIV)LW(MK8)I(LYV)KKK

Created: 2013-12-06
Last modified:  2014-12-03

PRD_001208 is described in the Biologically Interesting Molecule Reference Dictionary (BIRD).

The representative PDB ID is 4NGH.

Chemical Details

Formal Charge0
Atom Count327
Chiral Atom Count20
Bond Count332
Aromatic Bond Count26
Toggle HydrogenToggle Labels

Chemical Component Summary

NameStapled peptide (ACE)NWFNITN(DIV)LW(MK8)I(LYV)KKK
Systematic Name (OpenEye OEToolkits)[(5S)-5-[[(2S)-2-[[(2S,3S)-2-[[(2S,5S,8S,15R)-15-[[(2S)-2-[[(2S,3R)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-azanyl-4-oxidanylidene-butanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenyl-propanoyl]amino]-4-azanyl-4-oxidanylidene-butanoyl]amino]-3-methyl-pentanoyl]amino]-3-oxidanyl-butanoyl]amino]-4-azanyl-4-oxidanylidene-butanoyl]amino]-5-(1H-indol-3-ylmethyl)-8,15-dimethyl-2-(2-methylpropyl)-3,6,16-tris(oxidanylidene)-1,4,7-triazacyclohexadec-12-en-8-yl]carbonylamino]-3-methyl-pentanoyl]amino]-4-[2-[[(2S)-2-azanyl-3-phosphonooxy-propanoyl]amino]ethanoylamino]butanoyl]amino]-6-[[(2S)-6-azaniumyl-1-[[(2S)-6-azaniumyl-1-oxidanyl-1-oxidanylidene-hexan-2-yl]amino]-1-oxidanylidene-hexan-2-yl]amino]-6-oxidanylidene-hexyl]azanium
FormulaC106 H165 N27 O28 P
Molecular Weight2,296.582
TypePEPTIDE-LIKE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESCACTVS3.385CC[CH](C)[CH](NC(=O)[CH](CC(N)=O)NC(=O)[CH](Cc1ccccc1)NC(=O)[CH](Cc2c[nH]c3ccccc23)NC(=O)[CH](CC(N)=O)NC(C)=O)C(=O)N[CH]([CH](C)O)C(=O)N[CH](CC(N)=O)C(=O)N[C]4(C)CC=CCCC[C](C)(NC(=O)[CH](Cc5c[nH]c6ccccc56)NC(=O)[CH](CC(C)C)NC4=O)C(=O)N[CH]([CH](C)CC)C(=O)N[CH](CCNC(=O)CNC(=O)[CH](N)CO[P](O)(O)=O)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](CCCC[NH3+])C(O)=O
SMILESOpenEye OEToolkits1.7.6CCC(C)C(C(=O)NC(C(C)O)C(=O)NC(CC(=O)N)C(=O)NC1(CC=CCCCC(NC(=O)C(NC(=O)C(NC1=O)CC(C)C)Cc2c[nH]c3c2cccc3)(C)C(=O)NC(C(C)CC)C(=O)NC(CCNC(=O)CNC(=O)C(COP(=O)(O)O)N)C(=O)NC(CCCC[NH3+])C(=O)NC(CCCC[NH3+])C(=O)NC(CCCC[NH3+])C(=O)O)C)NC(=O)C(CC(=O)N)NC(=O)C(Cc4ccccc4)NC(=O)C(Cc5c[nH]c6c5cccc6)NC(=O)C(CC(=O)N)NC(=O)C
Canonical SMILESCACTVS3.385 CC[C@H](C)[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(N)=O)NC(C)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@]4(C)C\C=C\CCC[C@](C)(NC(=O)[C@H](Cc5c[nH]c6ccccc56)NC(=O)[C@H](CC(C)C)NC4=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCNC(=O)CNC(=O)[C@@H](N)CO[P](O)(O)=O)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(O)=O
Canonical SMILESOpenEye OEToolkits1.7.6 CC[C@H](C)[C@@H](C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@]1(CC=CCCC[C@@](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CC(C)C)Cc2c[nH]c3c2cccc3)(C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCNC(=O)CNC(=O)[C@H](COP(=O)(O)O)N)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(=O)O)C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](Cc4ccccc4)NC(=O)[C@H](Cc5c[nH]c6c5cccc6)NC(=O)[C@H](CC(=O)N)NC(=O)C
InChIInChI1.03 InChI=1S/C106H162N27O28P/c1-11-58(5)85(129-96(148)79(51-82(112)137)126-93(145)75(47-62-30-16-15-17-31-62)123-94(146)76(48-63-53-115-68-34-20-18-32-65(63)68)124-95(147)78(50-81(111)136)118-61(8)135)100(152)130-87(60(7)134)101(153)127-80(52-83(113)138)98(150)133-105(9)40-25-13-14-26-41-106(10,132-97(149)77(49-64-54-116-69-35-21-19-33-66(64)69)125-92(144)74(46-57(3)4)128-103(105)156)104(157)131-86(59(6)12-2)99(151)121-72(39-45-114-84(139)55-117-88(140)67(110)56-161-162(158,159)160)91(143)120-70(36-22-27-42-107)89(141)119-71(37-23-28-43-108)90(142)122-73(102(154)155)38-24-29-44-109/h13,15-21,25,30-35,53-54,57-60,67,70-80,85-87,115-116,134H,11-12,14,22-24,26-29,36-52,55-56,107-110H2,1-10H3,(H2,111,136)(H2,112,137)(H2,113,138)(H,114,139)(H,117,140)(H,118,135)(H,119,141)(H,120,143)(H,121,151)(H,122,142)(H,123,146)(H,124,147)(H,125,144)(H,126,145)(H,127,153)(H,128,156)(H,129,148)(H,130,152)(H,131,157)(H,132,149)(H,133,150)(H,154,155)(H2,158,159,160)/p+3/t58?,59?,60?,67?,70?,71?,72?,73?,74?,75?,76?,77?,78?,79?,80?,85?,86?,87?,105-,106+/m1/s1
InChIKeyInChI1.03 SAJFPUVCIXBNHS-DPADNASWSA-Q