[4-Cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl]-[2-(3,4-dimethoxyphenyl)ethyl]-(1-oxyl-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-ylmethyl)methylammoniumiodide salt radical

ID: ALA1091749

PubChem CID: 52941737

Max Phase: Preclinical

Molecular Formula: C37H55IN3O4

Molecular Weight: 605.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CC[N+](C)(CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)CC2=CC(C)(C)N([O])C(C)(C)C2)ccc1C.[I-]

Standard InChI:  InChI=1S/C37H55N3O4.HI/c1-27(2)37(26-38,31-15-16-32(42-9)34(22-31)44-11)18-12-19-40(8,20-17-29-14-13-28(3)33(21-29)43-10)25-30-23-35(4,5)39(41)36(6,7)24-30;/h13-16,21-23,27H,12,17-20,24-25H2,1-11H3;1H/q+1;/p-1

Standard InChI Key:  OYTVXGDFIPXFGC-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

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    0.5000    4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019    6.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    7.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679    9.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679    9.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000    4.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0000    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5000    3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000    4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000    5.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    5.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0000    5.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    3.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5000    3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2679    6.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340    8.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000    6.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8660    4.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1340    3.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000    4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340    7.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5000    3.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5000    1.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000    3.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0000    2.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    7.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2679    8.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0000    3.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7321    4.9641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    8.1962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000    5.6962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5359    8.6962    0.0000 O   0  0  0  0  0  1  0  0  0  0  0  0
   11.0000    0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    3.0981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0000    2.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2 28  1  0
  3 28  1  0
  4 29  1  0
  5 36  1  0
  6 36  1  0
  7 37  1  0
  8 37  1  0
  9 41  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 19  1  0
 13 20  1  0
 14 15  2  0
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 16 17  2  0
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 17 33  1  0
 18 21  1  0
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 20 41  1  0
 21 41  1  0
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 27 38  1  0
 27 39  3  0
 28 38  1  0
 29 34  2  0
 32 38  1  0
 33 35  2  0
 33 43  1  0
 34 44  1  0
 35 45  1  0
 36 40  1  0
 37 40  1  0
 40 42  1  0
M  CHG  2   1  -1  41   1
M  RAD  1  42   2
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: 605.86

Molecular Weight (Monoisotopic): 605.4187

AlogP: 7.44

#Rotatable Bonds: 14

Polar Surface Area: 74.62

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.17

Np Likeness Score: 0.30

References

1. Bognár B, Ahmed S, Kuppusamy ML, Selvendiran K, Khan M, Jeko J, Hankovszky OH, Kálai T, Kuppusamy P, Hideg K..  (2010)  Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives.,  18  (8): [PMID:20347319] [10.1016/j.bmc.2010.02.040]

Source

Source(1):

• Scientific Literature