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

ID: ALA478396

Chembl Id: CHEMBL478396

PubChem CID: 25147722

Max Phase: Preclinical

Molecular Formula: C31H34N2O6

Molecular Weight: 530.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)-c1c(OC)c(OC)c(CNC(=O)/C=C/c3ccc(O)cc3)c3c1C(C2)N(C)CC3

Standard InChI:  InChI=1S/C31H34N2O6/c1-33-13-12-21-23(17-32-27(35)11-8-18-6-9-20(34)10-7-18)30(38-4)31(39-5)29-22-16-26(37-3)25(36-2)15-19(22)14-24(33)28(21)29/h6-11,15-16,24,34H,12-14,17H2,1-5H3,(H,32,35)/b11-8+

Standard InChI Key:  NTOCQSSEFWOMSC-DHZHZOJOSA-N

Alternative Forms

1. Parent:

   

   ALA478396

   (E)-3-(4-hydroxyphenyl)-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: 530.62

Molecular Weight (Monoisotopic): 530.2417

AlogP: 4.51

#Rotatable Bonds: 8

Polar Surface Area: 89.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.42

CX Basic pKa: 6.97

CX LogP: 4.07

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.41

Np Likeness Score: 0.80

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