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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-[[(E)-N,N'-dimethylcarbamimidoyl]amino]dec-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-C002715

[(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-[[(E)-N,N'-dimethylcarbamimidoyl]amino]dec-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: 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-[[(E)-N,N'-dimethylcarbamimidoyl]amino]dec-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
1136.6 Da
Threshold ≤ 500
ALogP
6.37
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:
C62H109N3O15
Molecular Weight:
1136.5600 Da
SMILES:
C/N=C(\NC)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:
BRLHILFTNILTRK-HIXDIEEISA-N
InChI:
InChI=1S/C62H109N3O15/c1-39(2)22-17-18-28-57(74)78-49-33-47(66)32-48(67)34-52(69)40(3)24-20-26-44(7)58(43(6)23-16-14-12-13-15-19-31-65-61(63-10)64-11)79-60(76)45(8)27-21-25-41(4)53(70)37-54(71)46(9)51(68)30-29-42(5)56(73)38-62(77)59(75)55(72)36-50(35-49)80-62/h12-13,20-21,24-27,39,41-44,46-56,58-59,66-73,75,77H,14-19,22-23,28-38H2,1-11H3,(H2,63,64,65)/b13-12+,25-21+,26-20+,40-24+,45-27+/t41-,42-,43-,44+,46-,47+,48+,49-,50-,51+,52-,53-,54-,55+,56-,58-,59-,62+/m0/s1
Calculated Properties
ALogP:
6.373 lipophilicity
TPSA:
300.55 Ų polar surface area
H-Bond Donors:
12
H-Bond Acceptors:
16
Rotatable Bonds:
15
Ring Count:
2 (0 aromatic)
Chiral Centers:
18
Fsp³:
0.7903 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002715
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Polyene macrolides
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD23308

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged