7-(6'-hydroxy-3',7'-dimethyl-2'E,7'-octadienyloxy)coumarin

ID: ALA4162879

Chembl Id: CHEMBL4162879

PubChem CID: 13965524

Max Phase: Preclinical

Molecular Formula: C19H22O4

Molecular Weight: 314.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)C(O)CC/C(C)=C/COc1ccc2ccc(=O)oc2c1

Standard InChI:  InChI=1S/C19H22O4/c1-13(2)17(20)8-4-14(3)10-11-22-16-7-5-15-6-9-19(21)23-18(15)12-16/h5-7,9-10,12,17,20H,1,4,8,11H2,2-3H3/b14-10+

Standard InChI Key:  OWAQHJLCKMIPKB-GXDHUFHOSA-N

Alternative Forms

1. Parent:

   

   ALA4162879

   7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one

Molecule Features

Natural Product: No

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: 314.38

Molecular Weight (Monoisotopic): 314.1518

AlogP: 3.84

#Rotatable Bonds: 7

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: 1.82

References

1. Chang FR, Li PS, Huang Liu R, Hu HC, Hwang TL, Lee JC, Chen SL, Wu YC, Cheng YB..  (2018)  Bioactive Phenolic Components from the Twigs of Atalantia buxifolia.,  81  (7): [PMID:29975532] [10.1021/acs.jnatprod.7b00938]

2. Baek SC, Kang MG, Park JE, Lee JP, Lee H, Ryu HW, Park CM, Park D, Cho ML, Oh SR, Kim H..  (2019)  Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity.,  29  (6): [PMID:30686752] [10.1016/j.bmcl.2019.01.016]

Source

Source(1):

• Scientific Literature