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

ID: ALA4446502

PubChem CID: 155518629

Max Phase: Preclinical

Molecular Formula: C35H35N3O6

Molecular Weight: 593.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(-c3ccc(OCCOc4nonc4OCc4ccccc4)cc3)cc1)CC2

Standard InChI:  InChI=1S/C35H35N3O6/c1-39-32-20-29-16-17-38(23-30(29)21-33(32)40-2)22-25-8-10-27(11-9-25)28-12-14-31(15-13-28)41-18-19-42-34-35(37-44-36-34)43-24-26-6-4-3-5-7-26/h3-15,20-21H,16-19,22-24H2,1-2H3

Standard InChI Key:  GOJBPISHGSTDKK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 44 49  0  0  0  0  0  0  0  0999 V2000
    2.7845  -22.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833  -22.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914  -23.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896  -21.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982  -22.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016  -22.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9140  -23.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6275  -22.9129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6241  -22.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9072  -21.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363  -23.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0429  -22.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7478  -23.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4540  -22.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4522  -22.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7384  -21.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0352  -22.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1547  -21.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8644  -22.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5699  -21.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5671  -20.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8527  -20.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1501  -20.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2726  -20.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9825  -20.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753  -23.3247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679  -22.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767  -21.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690  -22.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6880  -20.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3979  -20.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1034  -20.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8492  -20.7620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3928  -20.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9804  -19.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1820  -19.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5711  -19.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7356  -18.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5111  -18.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1210  -18.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8959  -18.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0611  -17.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4452  -16.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6727  -17.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 21 24  1  0
 24 25  1  0
  2 26  1  0
 26 27  1  0
  1 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 32  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446502

   ---

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: 593.68

Molecular Weight (Monoisotopic): 593.2526

AlogP: 6.35

#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: 6.84

CX LogD: 6.37

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: -0.84

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