SCS-C004905
similisine A
Pathway: Alkaloids
Chemical Structure
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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.
Source Information
Laurencia similis
(NA)
Kingdom
NA
Phylum
Rhodophyta
Class
Florideophyceae
Order
Ceramiales
Family
Rhodomelaceae
Genus
Laurencia
Species
Laurencia similis
South China Sea
DOI:
10.1016/j.tetlet.2013.04.111
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
955.8 Da
Threshold ≤ 500
ALogP
11.01
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C27H14Br7N3O
Molecular Weight:
955.7570 Da
SMILES:
C[C@@H]1[C@@H](c2c(Br)[nH]c3cc(Br)c(Br)cc23)c2c([nH]c3cc(Br)c(Br)cc23)[C@@]12C(=O)Nc1cc(Br)c(Br)cc12
InChIKey:
XMJWONIHEFMRMM-ZKLVFFLOSA-N
InChI:
InChI=1S/C27H14Br7N3O/c1-8-21(23-10-3-13(29)16(32)6-19(10)36-25(23)34)22-9-2-12(28)15(31)5-18(9)35-24(22)27(8)11-4-14(30)17(33)7-20(11)37-26(27)38/h2-8,21,35-36H,1H3,(H,37,38)/t8-,21-,27-/m1/s1
Calculated Properties
ALogP:
11.007 lipophilicity
TPSA:
60.68 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
1
Rotatable Bonds:
1
Ring Count:
7
(5 aromatic)
Chiral Centers:
3
Fsp³:
0.1481 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004905
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.