2-Ethyl-6,7,10,11-tetramethoxy-1,2,3,4-tetrahydrodibenzo[f,h]-isoquinolin-4-ol

ID: ALA2180678

Chembl Id: CHEMBL2180678

PubChem CID: 53302538

Max Phase: Preclinical

Molecular Formula: C23H27NO5

Molecular Weight: 397.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1Cc2c(c3cc(OC)c(OC)cc3c3cc(OC)c(OC)cc23)C(O)C1

Standard InChI:  InChI=1S/C23H27NO5/c1-6-24-11-17-15-9-21(28-4)19(26-2)7-13(15)14-8-20(27-3)22(29-5)10-16(14)23(17)18(25)12-24/h7-10,18,25H,6,11-12H2,1-5H3

Standard InChI Key:  VDFINHSTQIXJDD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2180678

   2-ethyl-6,7,10,11-tetramethoxy-3,4-dihydro-1H-phenanthro[9,10-c]pyridin-4-ol

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: 397.47

Molecular Weight (Monoisotopic): 397.1889

AlogP: 3.90

#Rotatable Bonds: 5

Polar Surface Area: 60.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.90

CX LogP: 2.74

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: 0.34

References

1. Lee YZ, Yang CW, Hsu HY, Qiu YQ, Yeh TK, Chang HY, Chao YS, Lee SJ..  (2012)  Synthesis and biological evaluation of tylophorine-derived dibenzoquinolines as orally active agents: exploration of the role of tylophorine e ring on biological activity.,  55  (23): [PMID:23167614] [10.1021/jm300705j]

Source

Source(1):

• Scientific Literature