PRD_000006

8-Fluoro-Actinomycin D

Created:2012-02-01
Last modified:  2023-11-03

PRD_000006 is described in the Biologically Interesting Molecule Reference Dictionary (BIRD).

The representative PDB ID is 316D.

Chemical Details

Formal Charge0
Atom Count176
Chiral Atom Count10
Bond Count182
Aromatic Bond Count16
Toggle HydrogenToggle Labels

Chemical Component Summary

Name8-Fluoro-Actinomycin D
Systematic Name (OpenEye OEToolkits)2-azanyl-8-fluoranyl-4,6-dimethyl-3-oxidanylidene-N1,N9-bis[(3R,6S,7R,10S,16S)-7,11,14-trimethyl-2,5,9,12,15-pentakis(oxidanylidene)-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
FormulaC62 H85 F N12 O16
Molecular Weight1,273.408
TypePEPTIDE-LIKE

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs12.01O=C2N1CCCC1C(=O)N(C)CC(=O)N(C)C(C(=O)OC(C)C(C(=O)NC2C(C)C)NC(=O)c3c(F)cc(c4OC5=C(C(=O)C(N)=C(C5=Nc34)C(=O)NC7C(=O)NC(C(=O)N6CCCC6C(=O)N(C)CC(=O)N(C)C(C(=O)OC7C)C(C)C)C(C)C)C)C)C(C)C
SMILESCACTVS3.370CC(C)[CH]1NC(=O)[CH](NC(=O)c2c(F)cc(C)c3OC4=C(C)C(=O)C(=C(C(=O)N[CH]5[CH](C)OC(=O)[CH](C(C)C)N(C)C(=O)CN(C)C(=O)[CH]6CCCN6C(=O)[CH](NC5=O)C(C)C)C4=Nc23)N)[CH](C)OC(=O)[CH](C(C)C)N(C)C(=O)CN(C)C(=O)[CH]7CCCN7C1=O
SMILESOpenEye OEToolkits1.7.6Cc1cc(c(c2c1OC3=C(C(=O)C(=C(C3=N2)C(=O)NC4C(OC(=O)C(N(C(=O)CN(C(=O)C5CCCN5C(=O)C(NC4=O)C(C)C)C)C)C(C)C)C)N)C)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7CCCN7C(=O)C(NC6=O)C(C)C)C)C)C(C)C)C)F
Canonical SMILESCACTVS3.370 CC(C)[C@@H]1NC(=O)[C@@H](NC(=O)c2c(F)cc(C)c3OC4=C(C)C(=O)C(=C(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@H]6CCCN6C(=O)[C@@H](NC5=O)C(C)C)C4=Nc23)N)[C@@H](C)OC(=O)[C@@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@H]7CCCN7C1=O
Canonical SMILESOpenEye OEToolkits1.7.6 Cc1cc(c(c2c1OC3=C(C(=O)C(=C(C3=N2)C(=O)N[C@H]4[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]5CCCN5C(=O)[C@H](NC4=O)C(C)C)C)C)C(C)C)C)N)C)C(=O)N[C@H]6[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]7CCCN7C(=O)[C@H](NC6=O)C(C)C)C)C)C(C)C)C)F
InChIInChI1.03 InChI=1S/C62H85FN12O16/c1-26(2)42-59(85)74-21-17-19-35(74)57(83)70(13)24-37(76)72(15)48(28(5)6)61(87)89-32(11)44(55(81)66-42)68-53(79)39-34(63)23-30(9)51-46(39)65-47-40(41(64)50(78)31(10)52(47)91-51)54(80)69-45-33(12)90-62(88)49(29(7)8)73(16)38(77)25-71(14)58(84)36-20-18-22-75(36)60(86)43(27(3)4)67-56(45)82/h23,26-29,32-33,35-36,42-45,48-49H,17-22,24-25,64H2,1-16H3,(H,66,81)(H,67,82)(H,68,79)(H,69,80)/t32-,33-,35-,36?,42+,43-,44+,45+,48-,49-/m1/s1
InChIKeyInChI1.03 MBHBKYUJERKJAW-AKTOUWNJSA-N