SCS-C002648

penicilone C

Pathway: Polyketides Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Penicillium simplicissimum (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium simplicissimum

Dongzhaigang

DOI: 10.1021/acs.jnatprod.6b01179 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

531.0 Da

Threshold ≤ 500

ALogP

5.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C29H35ClO7

Molecular Weight:

531.0450 Da

SMILES:

CCCCCCC(C)/C=C(\C)C(=O)O[C@@]1(C)C(=O)C2=COC(C3=C(C)C[C@@H](O)CC3=O)=CC2=C(Cl)C1=O

InChIKey:

                        NVHCPOZPGZLIDP-RWXXSDDISA-N
                        
                    

InChI:

InChI=1S/C29H35ClO7/c1-6-7-8-9-10-16(2)11-18(4)28(35)37-29(5)26(33)21-15-36-23(14-20(21)25(30)27(29)34)24-17(3)12-19(31)13-22(24)32/h11,14-16,19,31H,6-10,12-13H2,1-5H3/b18-11+/t16?,19-,29+/m1/s1

Calculated Properties

ALogP:

5.324 lipophilicity

TPSA:

106.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.5172 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002648

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29193

Biological Activity Data

No bioactivity data available for this compound.

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