SCS-C001051

(2R)-7-chloro-4-hydroxy-2-[(E,2S)-2-hydroxy-4-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]but-3-en-2-yl]-6-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde

Pathway: Polyketides | Terpenoids

Chemical Structure

Structure of (2R)-7-chloro-4-hydroxy-2-[(E,2S)-2-hydroxy-4-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]but-3-en-2-yl]-6-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Acremonium sclerotigenum GXIMD 02501 (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Acremonium Species Acremonium sclerotigenum

Weizhou Island · 20°54′N, 109°06′E

DOI: 10.1021/acs.jmedchem.1c01402 · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

420.9 Da

Threshold ≤ 500

ALogP

4.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H29ClO5

Molecular Weight:

420.9330 Da

SMILES:

Cc1c(Cl)c2c(c(O)c1C=O)C[C@H]([C@@](C)(O)/C=C/[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)O2

InChIKey:

                        QQZGKRADAAPEFI-MBGZROKYSA-N
                        
                    

InChI:

InChI=1S/C23H29ClO5/c1-12-6-7-17(26)14(3)22(12,4)8-9-23(5,28)18-10-15-20(27)16(11-25)13(2)19(24)21(15)29-18/h8-9,11-12,14,18,27-28H,6-7,10H2,1-5H3/b9-8+/t12-,14+,18-,22+,23+/m1/s1

Calculated Properties

ALogP:

4.419 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5652 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001051

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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