4-[(Z)-[5-(1-adamantyl)-6-(2-methoxyethoxymethoxy)-3-oxo-benzofuran-2-ylidene]methyl]benzoic acid

ID: ALA5287875

Chembl Id: CHEMBL5287875

Max Phase: Preclinical

Molecular Formula: C30H32O7

Molecular Weight: 504.58

Names and Identifiers

Canonical SMILES:  COCCOCOc1cc2c(cc1C13CC4CC(CC(C4)C1)C3)C(=O)/C(=C/c1ccc(C(=O)O)cc1)O2

Standard InChI:  InChI=1S/C30H32O7/c1-34-6-7-35-17-36-26-13-25-23(12-24(26)30-14-19-8-20(15-30)10-21(9-19)16-30)28(31)27(37-25)11-18-2-4-22(5-3-18)29(32)33/h2-5,11-13,19-21H,6-10,14-17H2,1H3,(H,32,33)/b27-11-

Standard InChI Key:  OXEQXIOGHJWWJA-BCHBDCPOSA-N

Alternative Forms

1. Parent:

   

   ALA5287875

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 504.58

Molecular Weight (Monoisotopic): 504.2148

AlogP: 5.47

#Rotatable Bonds: 9

Polar Surface Area: 91.29

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 5.07

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: 0.07

References

1. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature