7-methoxy-2-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one

ID: ALA1771105

PubChem CID: 54581963

Max Phase: Preclinical

Molecular Formula: C26H35N3O3

Molecular Weight: 437.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCCN(CCCCN1CCN(c3ccccc3OC)CC1)C2=O

Standard InChI:  InChI=1S/C26H35N3O3/c1-31-22-11-12-23-21(20-22)8-7-15-29(26(23)30)14-6-5-13-27-16-18-28(19-17-27)24-9-3-4-10-25(24)32-2/h3-4,9-12,20H,5-8,13-19H2,1-2H3

Standard InChI Key:  OLFPBASVCZUWSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   23.3843    1.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0998    1.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8132    1.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5287    1.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2422    1.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9577    1.4689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6714    1.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3847    1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3910    2.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6777    2.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9581    2.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1052    2.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8174    2.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5339    2.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5395    3.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8226    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1090    3.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8114    1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5229    1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6429    1.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5626    0.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2144   -0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0404   -0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6525    2.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7056    0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8991    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3007    1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5084    1.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3180    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9179    0.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5280    0.3715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9271    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
  2  3  1  0
 13 18  1  0
  6 11  1  0
 18 19  1  0
  7  8  1  0
 26 20  1  0
 20  1  1  0
  8  9  1  0
  1 21  1  0
  9 10  1  0
 25 22  1  0
 10 11  1  0
 21 23  1  0
 22 23  1  0
  5  6  1  0
 20 24  2  0
  6  7  1  0
 12 13  2  0
 25 26  2  0
  1  2  1  0
 26 27  1  0
 13 14  1  0
 27 28  2  0
  3  4  1  0
 28 29  1  0
 14 15  2  0
 29 30  2  0
 30 25  1  0
 29 31  1  0
 15 16  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1771105

   7-methoxy-2-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-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: 437.58

Molecular Weight (Monoisotopic): 437.2678

AlogP: 3.69

#Rotatable Bonds: 8

Polar Surface Area: 45.25

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.87

CX LogP: 3.77

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -0.95

References

1. Ortega R, Hübner H, Gmeiner P, Masaguer CF..  (2011)  Aromatic ring functionalization of benzolactam derivatives: new potent dopamine D3 receptor ligands.,  21  (9): [PMID:21273071] [10.1016/j.bmcl.2010.12.083]

Source

Source(1):

• Scientific Literature