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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] 10-methylundecanoate

SCS-C002717

[(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] 10-methylundecanoate

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)-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] 10-methylundecanoate
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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
1178.6 Da
Threshold ≤ 500
ALogP
7.67
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:
C65H115N3O15
Molecular Weight:
1178.6410 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)CCCCCCCCC(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:
UEVRSRIAXOGKNQ-ZFJDNEPLSA-N
InChI:
InChI=1S/C65H115N3O15/c1-42(2)25-19-15-11-12-17-21-31-60(77)81-52-36-50(69)35-51(70)37-55(72)43(3)27-23-29-47(7)61(46(6)26-20-16-13-14-18-22-34-68-64(66)67-10)82-63(79)48(8)30-24-28-44(4)56(73)40-57(74)49(9)54(71)33-32-45(5)59(76)41-65(80)62(78)58(75)39-53(38-52)83-65/h13-14,23-24,27-30,42,44-47,49-59,61-62,69-76,78,80H,11-12,15-22,25-26,31-41H2,1-10H3,(H3,66,67,68)/b14-13+,28-24+,29-23+,43-27+,48-30+/t44-,45-,46-,47+,49-,50+,51+,52-,53-,54+,55-,56-,57-,58+,59-,61-,62-,65+/m0/s1
Calculated Properties
ALogP:
7.673 lipophilicity
TPSA:
314.54 Ų polar surface area
H-Bond Donors:
12
H-Bond Acceptors:
16
Rotatable Bonds:
19
Ring Count:
2 (0 aromatic)
Chiral Centers:
18
Fsp³:
0.8000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002717
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: CMNPD23310

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged