SCS-C003673
streptocarbazole B
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Carbazole 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
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Sanya
DOI:
10.1021/ol3008638
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
465.5 Da
Threshold ≤ 500
ALogP
5.26
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H23N3O4
Molecular Weight:
465.5090 Da
SMILES:
COC1=C(C)O[C@@H]2C[C@@]1(OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4
InChIKey:
QNEZMBLJZLTXBD-NGOKVRLYSA-N
InChI:
InChI=1S/C28H23N3O4/c1-14-26(33-2)28(34-3)12-20(35-14)30-18-10-6-4-8-15(18)22-23-17(13-29-27(23)32)21-16-9-5-7-11-19(16)31(28)25(21)24(22)30/h4-11,20H,12-13H2,1-3H3,(H,29,32)/t20-,28+/m1/s1
Calculated Properties
ALogP:
5.255 lipophilicity
TPSA:
66.65 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
8
(5 aromatic)
Chiral Centers:
2
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003673
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Carbazole alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.