3-(4-Hydroxy-3-methoxy-phenyl)-N-(1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-3-ylmethyl)-acrylamide

ID: ALA454215

Chembl Id: CHEMBL454215

PubChem CID: 25147719

Max Phase: Preclinical

Molecular Formula: C32H36N2O7

Molecular Weight: 560.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NCc2c3c4c(c(OC)c2OC)-c2cc(OC)c(OC)cc2CC4N(C)CC3)ccc1O

Standard InChI:  InChI=1S/C32H36N2O7/c1-34-12-11-20-22(17-33-28(36)10-8-18-7-9-24(35)25(13-18)37-2)31(40-5)32(41-6)30-21-16-27(39-4)26(38-3)15-19(21)14-23(34)29(20)30/h7-10,13,15-16,23,35H,11-12,14,17H2,1-6H3,(H,33,36)/b10-8+

Standard InChI Key:  HPJFIDKZFXINSA-CSKARUKUSA-N

Alternative Forms

1. Parent:

   

   ALA454215

   (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[(1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-3-yl)methyl]prop-2-enamide

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: 560.65

Molecular Weight (Monoisotopic): 560.2523

AlogP: 4.52

#Rotatable Bonds: 9

Polar Surface Area: 98.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.89

CX Basic pKa: 6.97

CX LogP: 3.91

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.37

Np Likeness Score: 0.82

References

1. Spasova M, Philipov S, Nikolaeva-Glomb L, Galabov AS, Milkova Ts..  (2008)  Cinnamoyl- and hydroxycinnamoyl amides of glaucine and their antioxidative and antiviral activities.,  16  (15): [PMID:18590964] [10.1016/j.bmc.2008.06.010]

Source

Source(1):

• Scientific Literature