Procerone A; (S)-(+)-3-(3-bromo-4-methoxyphenyl)-1-(3,5-dibromo-4-hydroxyphenyl)-2-hydroxypropanone

ID: ALA4531156

Chembl Id: CHEMBL4531156

PubChem CID: 155546077

Max Phase: Preclinical

Molecular Formula: C16H13Br3O4

Molecular Weight: 508.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C[C@H](O)C(=O)c2cc(Br)c(O)c(Br)c2)cc1Br

Standard InChI:  InChI=1S/C16H13Br3O4/c1-23-14-3-2-8(4-10(14)17)5-13(20)15(21)9-6-11(18)16(22)12(19)7-9/h2-4,6-7,13,20,22H,5H2,1H3/t13-/m0/s1

Standard InChI Key:  YUBVXSGRPWZEAH-ZDUSSCGKSA-N

Alternative Forms

1. Parent:

   

   ALA4531156

   ---

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: 508.99

Molecular Weight (Monoisotopic): 505.8364

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.00

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 2.89

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: 0.66

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