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  3. [(1R,3S,5R,7R,9S,10E,12E,14R,15S,18E,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-15-[(E,2S)-10-[[(E)-N'-methylcarbamimidoyl]amino]dec-6-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 6-methylheptanoate

SCS-C002714

[(1R,3S,5R,7R,9S,10E,12E,14R,15S,18E,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-15-[(E,2S)-10-[[(E)-N'-methylcarbamimidoyl]amino]dec-6-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 6-methylheptanoate

Pathway: Polyketides Superclass: Macrolides Class: Macrolide lactones | Polyene macrolides Glycoside
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Chemical Structure

Structure of [(1R,3S,5R,7R,9S,10E,12E,14R,15S,18E,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-15-[(E,2S)-10-[[(E)-N'-methylcarbamimidoyl]amino]dec-6-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl] 6-methylheptanoate
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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Source Information

Streptomyces sp. (bacterium)
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA
Wenchang
DOI: 10.3390/md11030817  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
1122.5 Da
Threshold ≤ 500
ALogP
6.11
Threshold ≤ 5
H-Bond Donors
12
Threshold ≤ 5
H-Bond Acceptors
16
Threshold ≤ 10
4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C61H107N3O15
Molecular Weight:
1122.5330 Da
SMILES:
C/N=C(\N)NCCC/C=C/CCC[C@H](C)[C@@H]1OC(=O)/C(C)=C/C=C/[C@H](C)[C@@H](O)C[C@H](O)[C@@H](C)[C@H](O)CC[C@H](C)[C@@H](O)C[C@@]2(O)O[C@@H](C[C@@H](OC(=O)CCCCC(C)C)C[C@H](O)C[C@@H](O)C[C@H](O)/C(C)=C/C=C/[C@H]1C)C[C@@H](O)[C@@H]2O
InChIKey:
FAMPEBFAKCFKOL-JANIACPBSA-N
InChI:
InChI=1S/C61H107N3O15/c1-38(2)21-16-17-27-56(73)77-48-32-46(65)31-47(66)33-51(68)39(3)23-19-25-43(7)57(42(6)22-15-13-11-12-14-18-30-64-60(62)63-10)78-59(75)44(8)26-20-24-40(4)52(69)36-53(70)45(9)50(67)29-28-41(5)55(72)37-61(76)58(74)54(71)35-49(34-48)79-61/h11-12,19-20,23-26,38,40-43,45-55,57-58,65-72,74,76H,13-18,21-22,27-37H2,1-10H3,(H3,62,63,64)/b12-11+,24-20+,25-19+,39-23+,44-26+/t40-,41-,42-,43+,45-,46+,47+,48-,49-,50+,51-,52-,53-,54+,55-,57-,58-,61+/m0/s1
Calculated Properties
ALogP:
6.113 lipophilicity
TPSA:
314.54 Ų polar surface area
H-Bond Donors:
12
H-Bond Acceptors:
16
Rotatable Bonds:
15
Ring Count:
2 (0 aromatic)
Chiral Centers:
18
Fsp³:
0.7869 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002714
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrolide lactones Polyene macrolides
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD23307

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged