(S)-9'-Dehydroxyimperanene

ID: ALA3809815

Chembl Id: CHEMBL3809815

PubChem CID: 127044128

Max Phase: Preclinical

Molecular Formula: C19H22O4

Molecular Weight: 314.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/[C@@H](C)Cc2ccc(O)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C19H22O4/c1-13(10-15-7-9-17(21)19(12-15)23-3)4-5-14-6-8-16(20)18(11-14)22-2/h4-9,11-13,20-21H,10H2,1-3H3/b5-4+/t13-/m1/s1

Standard InChI Key:  BXKKMKJEVCNDJV-MUBLQREKSA-N

Alternative Forms

1. Parent:

   

   ALA3809815

   ---

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: 4.01

#Rotatable Bonds: 6

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.81

CX Basic pKa:

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: 0.91

References

1. Yamauchi S, Tanimura R, Nishiwaki H, Nishi K, Sugahara T, Maruyama M, Ano Y, Akiyama K, Kishida T..  (2016)  Enantioselective syntheses of both enantiomers of 9'-dehydroxyimperanene and 7,8-dihydro-9'-dehydroxyimperanene and the comparison of biological activity between 9-norlignans and dihydroguaiaretic acids.,  26  (13): [PMID:27210431] [10.1016/j.bmcl.2016.05.020]

Source

Source(1):

• Scientific Literature