6'-hydroxy-4,2',3',4''-tetramethoxy-p-terphenyl

ID: ALA2289484

Chembl Id: CHEMBL2289484

PubChem CID: 71764479

Max Phase: Preclinical

Molecular Formula: C22H22O5

Molecular Weight: 366.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(O)c(-c3ccc(OC)cc3)c(OC)c2OC)cc1

Standard InChI:  InChI=1S/C22H22O5/c1-24-16-9-5-14(6-10-16)18-13-19(23)20(22(27-4)21(18)26-3)15-7-11-17(25-2)12-8-15/h5-13,23H,1-4H3

Standard InChI Key:  PWJWVNUGXDCMKF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2289484

   3,4-Dimethoxy-2,5-bis(4-methoxyphenyl)phenol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 366.41

Molecular Weight (Monoisotopic): 366.1467

AlogP: 4.76

#Rotatable Bonds: 6

Polar Surface Area: 57.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: 0.59

References

1. Tian SZ, Pu X, Luo G, Zhao LX, Xu LH, Li WJ, Luo Y..  (2013)  Isolation and characterization of new p-Terphenyls with antifungal, antibacterial, and antioxidant activities from halophilic actinomycete Nocardiopsis gilva YIM 90087.,  61  (12): [PMID:23441911] [10.1021/jf400718w]

2. Wang D, Wang Y, Ouyang Y, Fu P, Zhu W..  (2019)  Cytotoxic p-Terphenyls from a Marine-Derived Nocardiopsis Species.,  82  (12): [PMID:31820976] [10.1021/acs.jnatprod.9b00963]

Source

Source(1):

• Scientific Literature