6,7-Dimethoxy-2-((4'-(3-((4-methoxy-1,2,5-oxadiazol-3-yl)oxy)-butoxy)biphen-4-yl)methyl)-1,2,3,4-tetrahydroisoquinoline

ID: ALA4458286

PubChem CID: 155526435

Max Phase: Preclinical

Molecular Formula: C31H35N3O6

Molecular Weight: 545.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(-c3ccc(OCCCCOc4nonc4OC)cc3)cc1)CC2

Standard InChI:  InChI=1S/C31H35N3O6/c1-35-28-18-25-14-15-34(21-26(25)19-29(28)36-2)20-22-6-8-23(9-7-22)24-10-12-27(13-11-24)38-16-4-5-17-39-31-30(37-3)32-40-33-31/h6-13,18-19H,4-5,14-17,20-21H2,1-3H3

Standard InChI Key:  AJZNPNXPGWPMRB-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4458286

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 545.64

Molecular Weight (Monoisotopic): 545.2526

AlogP: 5.56

#Rotatable Bonds: 13

Polar Surface Area: 88.31

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 5.69

CX LogD: 5.22

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -0.79

References

1. Guglielmo S, Lazzarato L, Contino M, Perrone MG, Chegaev K, Carrieri A, Fruttero R, Colabufo NA, Gasco A..  (2016)  Structure-Activity Relationship Studies on Tetrahydroisoquinoline Derivatives: [4'-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)biphenyl-4-ol] (MC70) Conjugated through Flexible Alkyl Chains with Furazan Moieties Gives Rise to Potent and Selective Ligands of P-glycoprotein.,  59  (14): [PMID:27336199] [10.1021/acs.jmedchem.6b00252]

Source

Source(1):

• Scientific Literature