SCS-C001488
pepticinnamin S
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Linear peptides
Chemical Structure
Loading 3D structure...
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. SCSIO 68065
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
DOI:
10.1021/acs.jnatprod.5c00991
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
850.4 Da
Threshold ≤ 500
ALogP
2.91
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C43H52ClN5O11
Molecular Weight:
850.3660 Da
SMILES:
CCC/C=C\c1ccccc1/C=C/C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N(C)[C@@H](Cc1ccc(OC)c(O)c1Cl)C(=O)N(C)[C@@H](C)C(=O)N[C@H](CO)C(=O)NCC(=O)O
InChIKey:
ATXKAHUMHOAOGQ-WOOKKTHYSA-N
InChI:
InChI=1S/C43H52ClN5O11/c1-6-7-8-11-28-12-9-10-13-29(28)17-21-36(52)46-32(22-27-14-18-31(51)19-15-27)42(58)49(4)34(23-30-16-20-35(60-5)39(55)38(30)44)43(59)48(3)26(2)40(56)47-33(25-50)41(57)45-24-37(53)54/h8-21,26,32-34,50-51,55H,6-7,22-25H2,1-5H3,(H,45,57)(H,46,52)(H,47,56)(H,53,54)/b11-8-,21-17+/t26-,32-,33+,34-/m0/s1
Calculated Properties
ALogP:
2.908 lipophilicity
TPSA:
235.14 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
10
Rotatable Bonds:
21
Ring Count:
3
(3 aromatic)
Chiral Centers:
4
Fsp³:
0.3488 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001488
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Linear peptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.