6-(2-methoxy-benzylamino)-1-{1'-[6-(2-methoxy-benzylamino)-hexanoyl]-[4,4']bipiperidinyl-1-yl}-hexan-1-one

ID: ALA242119

PubChem CID: 11331124

Max Phase: Preclinical

Molecular Formula: C38H58N4O4

Molecular Weight: 634.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1CNCCCCCC(=O)N1CCC(C2CCN(C(=O)CCCCCNCc3ccccc3OC)CC2)CC1

Standard InChI:  InChI=1S/C38H58N4O4/c1-45-35-15-9-7-13-33(35)29-39-23-11-3-5-17-37(43)41-25-19-31(20-26-41)32-21-27-42(28-22-32)38(44)18-6-4-12-24-40-30-34-14-8-10-16-36(34)46-2/h7-10,13-16,31-32,39-40H,3-6,11-12,17-30H2,1-2H3

Standard InChI Key:  ZOINGUARVBONKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 46 49  0  0  0  0  0  0  0  0999 V2000
   15.4514   -6.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4526   -5.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7378   -5.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0213   -5.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0242   -6.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7396   -7.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7420   -7.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0288   -8.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3113   -7.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5953   -6.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8823   -7.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1663   -6.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4534   -7.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7374   -6.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0245   -7.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3085   -6.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5956   -7.0987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8810   -6.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1703   -7.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -7.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8850   -8.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6020   -7.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -8.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264   -9.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8276  -10.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128  -10.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963  -10.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992   -9.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -9.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1170   -8.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4038   -7.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6863   -9.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -9.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573   -9.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587   -9.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1716   -9.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -9.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6005   -9.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3165   -9.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0294   -9.1596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7440   -9.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547   -9.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -7.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0230   -8.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196  -10.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3054   -5.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 20 23  1  0
  5  6  2  0
 11 12  1  0
 24 25  2  0
  6  1  1  0
 25 26  1  0
 12 13  1  0
 26 27  2  0
  1  2  2  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
 29 24  1  0
  6  7  1  0
 29 30  1  0
 14 15  1  0
 30 31  1  0
  3  4  2  0
 28 32  1  0
 15 16  1  0
 32 33  1  0
  7  8  1  0
 33 34  1  0
 16 17  1  0
 34 35  1  0
 17 18  1  0
 35 36  1  0
 36 37  1  0
  5  9  1  0
 37 38  1  0
  4  5  1  0
 38 39  1  0
  9 10  1  0
 39 40  1  0
 40 41  1  0
  2  3  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 40 44  1  0
 41 42  1  0
 42 23  1  0
 23 43  1  0
 43 44  1  0
 20 21  1  0
 39 45  2  0
 21 22  1  0
 16 46  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA242119

   6-[(2-Methoxyphenyl)methylamino]-1-[4-[1-[6-[(2-methoxyphenyl)methylamino]hexanoyl]piperidin-4-yl]piperidin-1-yl]hexan-1-one

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: 634.91

Molecular Weight (Monoisotopic): 634.4458

AlogP: 6.18

#Rotatable Bonds: 19

Polar Surface Area: 83.14

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.34

CX LogP: 4.74

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: -0.36

References

1. Tumiatti V, Minarini A, Milelli A, Rosini M, Buccioni M, Marucci G, Ghelardini C, Bellucci C, Melchiorre C..  (2007)  Structure-activity relationships of methoctramine-related polyamines as muscarinic antagonist: effect of replacing the inner polymethylene chain with cyclic moieties.,  15  (6): [PMID:17276075] [10.1016/j.bmc.2007.01.022]

Source

Source(1):

• Scientific Literature