SCS-C001825

Amantamide B

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.

Download: SDF SMILES

Source Information

Oscillatoria sp. (NA)

Kingdom Bacillati Phylum Cyanobacteriota Class Cyanophyceae Order Oscillatoriales Family Oscillatoriaceae Genus Oscillatoria Species NA

Xisha Islands · -10-15 m · 16°51'05.52"N, 112°20'56.13"E

DOI: 10.1021/acs.jnatprod.1c00983 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1094.4 Da

Threshold ≤ 500

ALogP

4.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C58H95N9O11

Molecular Weight:

1094.4000 Da

SMILES:

CCCC(=O)N(C)[C@H](C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N(C)[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N(C)[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OC)[C@@H](C)CC)C(C)C)C(C)C

InChIKey:

                        POGQLZLHMNTNMI-QWJXWMLISA-N
                        
                    

InChI:

InChI=1S/C58H95N9O11/c1-17-24-46(68)64(14)50(38(9)10)57(76)63(13)44(32-36(5)6)51(70)60-41(31-35(3)4)54(73)66-29-22-27-42(66)55(74)65(15)49(37(7)8)53(72)61-48(39(11)18-2)52(71)59-34-47(69)62(12)45(33-40-25-20-19-21-26-40)56(75)67-30-23-28-43(67)58(77)78-16/h19-21,25-26,35-39,41-45,48-50H,17-18,22-24,27-34H2,1-16H3,(H,59,71)(H,60,70)(H,61,72)/t39-,41-,42-,43-,44-,45+,48-,49+,50-/m0/s1

Calculated Properties

ALogP:

4.028 lipophilicity

TPSA:

235.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.7241 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001825

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Linear peptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	U937	21.0 ± 1.0 μM	10.1021/acs.jnatprod.1c00983 Journal of Natural Products

Back to Compounds