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

ID: ALA4560675

Chembl Id: CHEMBL4560675

PubChem CID: 155558271

Max Phase: Preclinical

Molecular Formula: C19H14Br4O5

Molecular Weight: 641.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(c2cc(Br)c(O)c(Br)c2)[C@H](Cc2cc(Br)c(OC)c(Br)c2)OC1=O

Standard InChI:  InChI=1S/C19H14Br4O5/c1-26-17-12(22)3-8(4-13(17)23)5-14-15(18(27-2)19(25)28-14)9-6-10(20)16(24)11(21)7-9/h3-4,6-7,14,24H,5H2,1-2H3/t14-/m0/s1

Standard InChI Key:  XYGJHCSHONAROX-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4560675

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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: 641.93

Molecular Weight (Monoisotopic): 637.7575

AlogP: 5.98

#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: 6.33

CX LogD: 5.29

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: 1.09

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