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  3. 3-[[(1S,3R,5R,7S,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]-3,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-5-yl]oxy]-3-oxopropanoic acid

SCS-C002711

3-[[(1S,3R,5R,7S,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]-3,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-5-yl]oxy]-3-oxopropanoic acid

Pathway: Polyketides Superclass: Macrolides Class: Polyene macrolides Glycoside
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Chemical Structure

Structure of 3-[[(1S,3R,5R,7S,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]-3,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-5-yl]oxy]-3-oxopropanoic acid
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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
1096.4 Da
Threshold ≤ 500
ALogP
3.63
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:
C57H97N3O17
Molecular Weight:
1096.4070 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](O)C[C@H](OC(=O)CC(=O)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:
ULHJRSBSTUGEPH-DZBKETHKSA-N
InChI:
InChI=1S/C57H97N3O17/c1-34-19-16-21-38(5)53(37(4)18-14-12-10-11-13-15-25-60-56(58-8)59-9)76-55(73)39(6)22-17-20-35(2)47(65)31-48(66)40(7)45(63)24-23-36(3)50(68)33-57(74)54(72)49(67)30-44(77-57)28-41(61)26-43(27-42(62)29-46(34)64)75-52(71)32-51(69)70/h10-11,16-17,19-22,35-38,40-50,53-54,61-68,72,74H,12-15,18,23-33H2,1-9H3,(H,69,70)(H2,58,59,60)/b11-10+,20-17+,21-16+,34-19+,39-22+/t35-,36-,37-,38+,40-,41-,42+,43-,44-,45+,46-,47-,48-,49+,50-,53-,54-,57+/m0/s1
Calculated Properties
ALogP:
3.632 lipophilicity
TPSA:
337.85 Ų polar surface area
H-Bond Donors:
13
H-Bond Acceptors:
17
Rotatable Bonds:
12
Ring Count:
2 (0 aromatic)
Chiral Centers:
18
Fsp³:
0.7544 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002711
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: CMNPD23304

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged