4-(2-((4'-((6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-methyl)biphenyl-4-yl)oxy)ethoxy)-1,2,5-oxadiazol-3-carbonitrile

ID: ALA4588731

PubChem CID: 155567530

Max Phase: Preclinical

Molecular Formula: C29H28N4O5

Molecular Weight: 512.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(-c3ccc(OCCOc4nonc4C#N)cc3)cc1)CC2

Standard InChI:  InChI=1S/C29H28N4O5/c1-34-27-15-23-11-12-33(19-24(23)16-28(27)35-2)18-20-3-5-21(6-4-20)22-7-9-25(10-8-22)36-13-14-37-29-26(17-30)31-38-32-29/h3-10,15-16H,11-14,18-19H2,1-2H3

Standard InChI Key:  JZQVLZHXVLSOOU-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4588731

   ---

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: 512.57

Molecular Weight (Monoisotopic): 512.2060

AlogP: 4.64

#Rotatable Bonds: 10

Polar Surface Area: 102.87

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 4.92

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -1.07

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