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

ID: ALA4470909

PubChem CID: 155534635

Max Phase: Preclinical

Molecular Formula: C30H30N4O5

Molecular Weight: 526.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(-c3ccc(OCCCOc4nonc4C#N)cc3)cc1)CC2

Standard InChI:  InChI=1S/C30H30N4O5/c1-35-28-16-24-12-13-34(20-25(24)17-29(28)36-2)19-21-4-6-22(7-5-21)23-8-10-26(11-9-23)37-14-3-15-38-30-27(18-31)32-39-33-30/h4-11,16-17H,3,12-15,19-20H2,1-2H3

Standard InChI Key:  UZVOEPRLGDNYHN-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4470909

   ---

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: 526.59

Molecular Weight (Monoisotopic): 526.2216

AlogP: 5.03

#Rotatable Bonds: 11

Polar Surface Area: 102.87

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: 4.98

CX LogD: 4.51

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -0.99

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