SCS-C001924

Hexazosceptrin

Pathway: Alkaloids Superclass: Proline alkaloids Class: Pyrrole alkaloids

Chemical Structure

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Source Information

Agelas sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Agelasida Family Agelasidae Genus Agelas Species NA

Yongxing Island

DOI: 10.1016/j.tet.2017.03.078 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

636.3 Da

Threshold ≤ 500

ALogP

1.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C22H24Br2N10O3

Molecular Weight:

636.3090 Da

SMILES:

N=C(N)N[C@@H]1C(=O)c2nc(N)[nH]c2[C@@H]2[C@@H](CNC(=O)c3cc(Br)c[nH]3)[C@H](CNC(=O)c3cc(Br)c[nH]3)[C@H]21

InChIKey:

                        QVRNANCHHUQAMX-VFXDDUCJSA-N
                        
                    

InChI:

InChI=1S/C22H24Br2N10O3/c23-7-1-11(28-3-7)19(36)30-5-9-10(6-31-20(37)12-2-8(24)4-29-12)14-13(9)15-17(34-22(27)33-15)18(35)16(14)32-21(25)26/h1-4,9-10,13-14,16,28-29H,5-6H2,(H,30,36)(H,31,37)(H4,25,26,32)(H3,27,33,34)/t9-,10-,13+,14+,16-/m0/s1

Calculated Properties

ALogP:

1.027 lipophilicity

TPSA:

223.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.3182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001924

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Proline alkaloids

NPClassifier Class:

Pyrrole alkaloids

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
Antibacterial	MIC	S. aureus ATCC25923, S. aureus ATCC43300	16.0 μg/mL	10.1016/j.tet.2017.03.078 Tetrahedron

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