BIRD-PRD_000006: 8-Fluoro-Actinomycin D

基本情報

• 登録情報: データベース: 生物学的重要分子辞書 (BIRD) / ID: PRD_000006
• 状態: 状態: REF ONLY
• 名称: 8-Fluoro-Actinomycin D

BIRD information

• タイプ: ポリペプチド / 抗生剤

詳細

• ACTINOMYCIN D IS A BICYCLIC PEPTIDE, A MEMBER OF THE ACTINOMYCIN FAMILY. HERE, ACTINOMYCIN D IS REPRESENTED BY THE SEQUENCE (SEQRES)
• ACTINOMYCIN D CONSISTS OF TWO PENTAMER RINGS LINKED BY THE CHROMOPHORE (PXF) THE CHROMOPHORE PXF IS A MODIFIED PXZ WITH C-F REPLACING C-H IN POSITION 8 OF THE PHENOXAZONE RING.

• ダウンロード: Molecular definition / Chemical definition / Family definition

別称

• F8-actinomycin D (PDB)
• F8AMD (PDB)

Annotation

• 作用機序: binds intercalatively to an RNA:DNA hybrid by forming an additional hydrogen bond between F8 and the 2'-hydroxyl group of the guanosine ribose / 情報源: PubMed: 9222513

由来

• Semi-synthetic, :

External info

• CAS: 193888-27-6

Family

ACTINOMYCIN

Actinomycin D / 8-Fluoro-Actinomycin D / Actinomycin X2 / Actinomycin Z3 / 7-AminoActinomycin / N8-Actinomycin D

Related structures

• 2,2'-D-bis(O-Methyltyrosinyl)-actinomycin D ethyl acetate hydrate / CCDC: POHMUU / Reference
• Actinomycin / CCDC: ZZZGQM / Reference
• Actinomycin / CCDC: ZZZGQM01 / Reference
• bis(Deoxyguanylyl-(3'-5')-deoxycytidine) actinomycin D hydrate / CCDC: BEJXET / Reference
• Actinomycin D ethanol solvate hydrate / CCDC: GIDNUC / Reference
• Actinomycin D bis(deoxyguanosine) dodecahydrate / CCDC: ACTDGU01 / PubMed / Reference
• Actinomycin D bis(deoxyguanosine) dodecahydrate / CCDC: ACTDGU10 / PubMed / Reference
• 7-Bromoactinomycin D bis(deoxyguanosine) undecahydrate / CCDC: BRAXGU / PubMed / Reference
• Actinomycin C3 / CCDC: ZZZIDA / Reference
• ACTINOMYCIN C3 / CCDC: ZZZIDA01 / Reference
• Actinomycin C(3) / CCDC: ZZZWAI / Reference
• Actinomycin C1 -deoxyguanosine complex / CCDC: QQQAWG / Reference
• Actinomycin B / CCDC: ZZZJGA / Reference
• Actinomycin X2 ethyl acetate methanol solvate / CCDC: XERQEQ / Reference

Chemical information

組成

組成式: C₆₂H₈₅FN₁₂O₁₆ / 化学式量: 1273.408

• その他: タイプ: peptide-like

履歴

• 外部リンク: UniChem / ChemSpider / Wikipedia search / Google search

詳細

SMILES

• ACDLabs 12.01: O=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
• CACTVS 3.370: CC(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
• OpenEye OEToolkits 1.7.6: Cc1cc(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

SMILES CANONICAL

• CACTVS 3.370: 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
• OpenEye OEToolkits 1.7.6: 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

InChI

• InChI 1.03: 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

InChIKey

• InChI 1.03: MBHBKYUJERKJAW-AKTOUWNJSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 2-amino-8-fluoro-4,6-dimethyl-3-oxo-N,N-bis[(6R,9R,10S,13S,18aR)-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-di(propan-2-yl)hexadecahydro-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl]-3H-phenoxazine-1,9-dicarboxamide
• OpenEye OEToolkits 1.7.6: 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

PDBエントリ

全1件を表示しています

PDB-316d:
Selectivity of F8-actinomycin D for RNA:DNA hybrids and its anti-leukemia activity