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

SCS-C002713

[(1R,3S,5R,7R,9S,10E,12E,14R,15S,18E,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-carbamimidamidodec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-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)-15-[(E,2S)-10-carbamimidamidodec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-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
1108.5 Da
Threshold ≤ 500
ALogP
6.06
Threshold ≤ 5
H-Bond Donors
13
Threshold ≤ 5
H-Bond Acceptors
16
Threshold ≤ 10
4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C60H105N3O15
Molecular Weight:
1108.5060 Da
SMILES:
C/C1=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](C)[C@H]([C@@H](C)CCC/C=C/CCCNC(=N)N)OC1=O)C[C@@H](O)[C@@H]2O
InChIKey:
BVUYNCNBQQOXHY-SMJAMJITSA-N
InChI:
InChI=1S/C60H105N3O15/c1-37(2)20-15-16-26-55(72)76-47-31-45(64)30-46(65)32-50(67)38(3)22-18-24-42(7)56(41(6)21-14-12-10-11-13-17-29-63-59(61)62)77-58(74)43(8)25-19-23-39(4)51(68)35-52(69)44(9)49(66)28-27-40(5)54(71)36-60(75)57(73)53(70)34-48(33-47)78-60/h10-11,18-19,22-25,37,39-42,44-54,56-57,64-71,73,75H,12-17,20-21,26-36H2,1-9H3,(H4,61,62,63)/b11-10+,23-19+,24-18+,38-22+,43-25+/t39-,40-,41-,42+,44-,45+,46+,47-,48-,49+,50-,51-,52-,53+,54-,56-,57-,60+/m0/s1
Calculated Properties
ALogP:
6.062 lipophilicity
TPSA:
326.03 Ų polar surface area
H-Bond Donors:
13
H-Bond Acceptors:
16
Rotatable Bonds:
15
Ring Count:
2 (0 aromatic)
Chiral Centers:
18
Fsp³:
0.7833 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002713
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: CMNPD23306

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged