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61379-65-5 molecular structure
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(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate

ChemBase ID: 177547
Molecular Formular: C47H64N4O12
Molecular Mass: 877.03066
Monoisotopic Mass: 876.45207351
SMILES and InChIs

SMILES:
c1(c2c3c4c(c1O)c(c(c(c4O)/C=N/N1CCN(CC1)C1CCCC1)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](/C=C/O[C@@](O2)(C3=O)C)OC)C)OC(=O)C)C)O)C)O)C)/C)O)C
Canonical SMILES:
CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/N4CCN(CC4)C4CCCC4)c(c(c2c(c3C)O)O)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
InChI:
InChI=1S/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,53-57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/b13-12+,22-17+,25-14-,48-23?/t24-,26+,27+,28+,33-,38-,39+,43+,47-/m0/s1
InChIKey:
WDZCUPBHRAEYDL-LYDPARFQSA-N

Cite this record

CBID:177547 http://www.chembase.cn/molecule-177547.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate
IUPAC Traditional name
(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-[N-(4-cyclopentylpiperazin-1-yl)carboximidoyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-13-yl acetate
Synonyms
3-[[(4-Cyclopentyl-1-piperazinyl)imino]methyl]rifamycin
Antibiotic DL 473IT
Cyclopentylrifampicin
DL 473
KTC 1
MDL 473
Prifitin
Priftin
R 77-3
Rifamycin AF/ACPP
Rifapentin
Rifapentine
CAS Number
61379-65-5
PubChem SID
164233457
PubChem CID
66587073

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC R508500 external link Add to cart
PubChem 66587073 external link
Data Source Data ID Price
TRC
R508500 external link Add to cart Please log in.
Data Source Data ID
PubChem 66587073 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.0085845  H Acceptors 14 
H Donor LogD (pH = 5.5) 2.4104726 
LogD (pH = 7.4) 3.6600382  Log P 3.5568845 
Molar Refractivity 241.996 cm3 Polarizability 93.10482 Å3
Polar Surface Area 220.15 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
Crystalline Solid expand Show data source
Melting Point
179-180°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - R508500 external link
Semi-synthetic rifamycin. Antibacterial (tuberculostatic).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Arioli, V., et al.: J. Antibiot., 34, 1026 (1981)
  • • Neu, H.C., et al.: Antimicrob. Agents Chemother., 24, 457 (1981)
  • • Assandri, A., et al.: J. Antibiot., 37, 1066 (1981)
  • • Jarvis, B., et al.: Drugs, 56, 607 (1981)
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PATENTS

PATENTS

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INTERNET

INTERNET

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