1-(biphenyl-2-yl)-4-(3-methoxyphenethyl)piperazine

ID: ALA4207454

PubChem CID: 145976433

Max Phase: Preclinical

Molecular Formula: C25H28N2O

Molecular Weight: 372.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CCN2CCN(c3ccccc3-c3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C25H28N2O/c1-28-23-11-7-8-21(20-23)14-15-26-16-18-27(19-17-26)25-13-6-5-12-24(25)22-9-3-2-4-10-22/h2-13,20H,14-19H2,1H3

Standard InChI Key:  DIBDPOHLDFFTGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    5.2154   -6.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -6.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9223   -7.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -6.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291   -6.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205   -5.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3380   -7.3550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373   -8.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0416   -8.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7511   -8.1744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7518   -7.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0430   -6.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4579   -8.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1665   -8.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8733   -8.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8666   -9.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725   -9.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2821   -9.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2813   -8.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5748   -8.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9885   -8.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6967   -8.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9240   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145   -8.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2140   -9.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9221   -9.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6323   -9.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6294   -8.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 21 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  3 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207454

   ---

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: 372.51

Molecular Weight (Monoisotopic): 372.2202

AlogP: 4.73

#Rotatable Bonds: 6

Polar Surface Area: 15.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.21

CX LogP: 5.43

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -0.84

References

1. Modica MN, Lacivita E, Intagliata S, Salerno L, Romeo G, Pittalà V, Leopoldo M..  (2018)  Structure-Activity Relationships and Therapeutic Potentials of 5-HT7 Receptor Ligands: An Update.,  61  (19): [PMID:29767995] [10.1021/acs.jmedchem.7b01898]

Source

Source(1):

• Scientific Literature