SCS-C002599

xylogranatopyridine A

Pathway: Alkaloids Superclass: Nicotinic acid alkaloids Class: Pyridine alkaloids

Chemical Structure

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Source Information

Xylocarpus granatum (Mangrove)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Sapindales Family Meliaceae Genus Xylocarpus Species Xylocarpus granatum

Dongzhaigang

DOI: 10.1016/j.tet.2014.07.027 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

463.5 Da

Threshold ≤ 500

ALogP

4.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H29NO6

Molecular Weight:

463.5300 Da

SMILES:

CO[C@@H]1c2cc3c(nc2[C@@]2(C)OC(=O)C[C@H]2C1(C)C)CC[C@]1(C)C3=CC(=O)O[C@H]1c1ccoc1

InChIKey:

                        OYYZMRLGAAQTPV-WZCPEYNJSA-N
                        
                    

InChI:

InChI=1S/C27H29NO6/c1-25(2)19-12-21(30)34-27(19,4)22-16(24(25)31-5)10-15-17-11-20(29)33-23(14-7-9-32-13-14)26(17,3)8-6-18(15)28-22/h7,9-11,13,19,23-24H,6,8,12H2,1-5H3/t19-,23-,24+,26+,27-/m0/s1

Calculated Properties

ALogP:

4.814 lipophilicity

TPSA:

87.86 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002599

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Nicotinic acid alkaloids

NPClassifier Class:

Pyridine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25697

Biological Activity Data

No bioactivity data available for this compound.

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