SCS-C007871

autolytimycin

Pathway: Polyketides Superclass: Macrolides Class: Ansa macrolides

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces malaysiensis (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces malaysiensis

South China Sea

DOI: 10.1021/acs.jnatprod.1c00297 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

518.7 Da

Threshold ≤ 500

ALogP

4.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H42N2O7

Molecular Weight:

518.6510 Da

SMILES:

CO[C@H]1C[C@H](C)Cc2cc(O)cc(c2)NC(=O)/C(C)=C/CC[C@H](OC)[C@@H](OC(N)=O)/C(C)=C/[C@H](C)[C@H]1O

InChIKey:

                        HUXWGTSMSXMDBH-UQMARRQJSA-N
                        
                    

InChI:

InChI=1S/C28H42N2O7/c1-16-10-20-13-21(15-22(31)14-20)30-27(33)17(2)8-7-9-23(35-5)26(37-28(29)34)19(4)12-18(3)25(32)24(11-16)36-6/h8,12-16,18,23-26,31-32H,7,9-11H2,1-6H3,(H2,29,34)(H,30,33)/b17-8+,19-12+/t16-,18+,23+,24+,25-,26+/m1/s1

Calculated Properties

ALogP:

4.077 lipophilicity

TPSA:

140.34 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007871

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Ansa macrolides

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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