SCS-C003873

[(1R,2S,6S)-2-acetyloxy-4,6-dibromo-2-(cyanomethyl)-5,5-dimethoxycyclohex-3-en-1-yl] acetate

Chemical Structure

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Download: SDF SMILES

Source Information

Aplysina sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Verongiida Family Aplysinidae Genus Aplysina Species NA

Ladd Reef

DOI: 10.1039/c2np20112g · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

455.1 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H17Br2NO6

Molecular Weight:

455.1000 Da

SMILES:

COC1(OC)C(Br)=C[C@](CC#N)(OC(C)=O)[C@@H](OC(C)=O)[C@@H]1Br

InChIKey:

                        APLRPAAIJCDZQB-AVGNSLFASA-N
                        
                    

InChI:

InChI=1S/C14H17Br2NO6/c1-8(18)22-12-11(16)14(20-3,21-4)10(15)7-13(12,5-6-17)23-9(2)19/h7,11-12H,5H2,1-4H3/t11-,12-,13-/m0/s1

Calculated Properties

ALogP:

2.179 lipophilicity

TPSA:

94.85 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003873

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21334

Biological Activity Data

No bioactivity data available for this compound.

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