Procerolide C; (S)-(+)-4-(3,5-dibromo-4-hydroxyphenyl)-5-(3-bromo-4-methoxybenzyl)-3-methoxyfuran-2(5H)-one

ID: ALA4569118

Chembl Id: CHEMBL4569118

PubChem CID: 155550552

Max Phase: Preclinical

Molecular Formula: C19H15Br3O5

Molecular Weight: 563.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(c2cc(Br)c(O)c(Br)c2)[C@H](Cc2ccc(OC)c(Br)c2)OC1=O

Standard InChI:  InChI=1S/C19H15Br3O5/c1-25-14-4-3-9(5-11(14)20)6-15-16(18(26-2)19(24)27-15)10-7-12(21)17(23)13(22)8-10/h3-5,7-8,15,23H,6H2,1-2H3/t15-/m0/s1

Standard InChI Key:  LGSRZDYSTQXUQL-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4569118

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 563.04

Molecular Weight (Monoisotopic): 559.8470

AlogP: 5.21

#Rotatable Bonds: 5

Polar Surface Area: 64.99

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.36

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: 0.96

References

1. Jennings LK, Robertson LP, Rudolph KE, Munn AL, Carroll AR..  (2019)  Anti-prion Butenolides and Diphenylpropanones from the Australian Ascidian Polycarpa procera.,  82  (9): [PMID:31436981] [10.1021/acs.jnatprod.9b00551]

2. Prebble DW, Holland DC, Hayton JB, Ferretti F, Jennings LK, Everson J, Xu M, Kiefel MJ, Mellick GD, Carroll AR..  (2023)  α-Synuclein Aggregation Inhibitory Procerolides and Diphenylalkanes from the Ascidian Polycarpa procera.,  86  (3): [PMID:36787528] [10.1021/acs.jnatprod.2c01140]

Source

Source(1):

• Scientific Literature