[11C]-6,7-Dimethoxy-2-{3-[4-methoxy-3,4-dihydro-2H naphthalen-(1E)-ylidene]-propyl}-1,2,3,4-tetrahydro-isoquinoline

ID: ALA520341

PubChem CID: 44191959

Max Phase: Preclinical

Molecular Formula: C25H31NO3

Molecular Weight: 393.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CC/C=C1\CCCc3c(O[11CH3])cccc31)CC2

Standard InChI:  InChI=1S/C25H31NO3/c1-27-23-11-5-9-21-18(7-4-10-22(21)23)8-6-13-26-14-12-19-15-24(28-2)25(29-3)16-20(19)17-26/h5,8-9,11,15-16H,4,6-7,10,12-14,17H2,1-3H3/b18-8+/i1-1

Standard InChI Key:  QBMVDXXIQASRIE-JAGMPWSBSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -3.5593    2.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449    1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449   -0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4159    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7275    0.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420   -0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7275   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709   -0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -0.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -1.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998    0.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0143    0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9883    0.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9883   -0.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
  1  2  2  0
  5  4  2  0
  4  1  1  0
 14 17  1  0
 15 19  1  0
 18 16  1  0
 16 17  1  0
  5 10  1  0
  6  7  1  0
 18 19  2  0
  7  8  1  0
 19 20  1  0
  8  9  1  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 10 11  2  0
 22 24  1  0
 24 25  1  0
 11 12  1  0
 21 26  1  0
  2  3  1  0
 26 27  1  0
 12 13  1  0
  3 28  1  0
  3  6  2  0
 28 29  1  0
M  ISO  1  29  11
M  END

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: 393.53

Molecular Weight (Monoisotopic): 393.2304

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.13

CX LogP: 4.90

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -0.04

References

1. van Waarde A, Ramakrishnan NK, Rybczynska AA, Elsinga PH, Berardi F, de Jong JR, Kwizera C, Perrone R, Cantore M, Sijbesma JW, Dierckx RA, Colabufo NA..  (2009)  Synthesis and preclinical evaluation of novel PET probes for P-glycoprotein function and expression.,  52  (14): [PMID:19530699] [10.1021/jm900485a]

Source

Source(1):

• Scientific Literature