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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] 2-amino-3-methylbutanoate

SCS-C002712

[(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] 2-amino-3-methylbutanoate

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] 2-amino-3-methylbutanoate
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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.
Download: SDF SMILES

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
1109.5 Da
Threshold ≤ 500
ALogP
4.14
Threshold ≤ 5
H-Bond Donors
13
Threshold ≤ 5
H-Bond Acceptors
17
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C59H104N4O15
Molecular Weight:
1109.4940 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)C(N)C(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:
PVRLQRUKGWFMCF-XDJZLFRSSA-N
InChI:
InChI=1S/C59H104N4O15/c1-35(2)53(60)57(74)76-45-29-43(64)28-44(65)30-48(67)36(3)21-18-23-40(7)54(39(6)20-16-14-12-13-15-17-27-63-58(61-10)62-11)77-56(73)41(8)24-19-22-37(4)49(68)33-50(69)42(9)47(66)26-25-38(5)52(71)34-59(75)55(72)51(70)32-46(31-45)78-59/h12-13,18-19,21-24,35,37-40,42-55,64-72,75H,14-17,20,25-34,60H2,1-11H3,(H2,61,62,63)/b13-12+,22-19+,23-18+,36-21+,41-24+/t37-,38-,39-,40+,42-,43+,44+,45-,46-,47+,48-,49-,50-,51+,52-,53?,54-,55-,59+/m0/s1
Calculated Properties
ALogP:
4.140 lipophilicity
TPSA:
326.57 Ų polar surface area
H-Bond Donors:
13
H-Bond Acceptors:
17
Rotatable Bonds:
12
Ring Count:
2 (0 aromatic)
Chiral Centers:
19
Fsp³:
0.7797 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002712
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: CMNPD23305

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged