2-(4-((2,4-dimethylphenyl)(phenyl)methyl)piperazin-1-yl)-N,N-diphenylacetamide

ID: ALA599625

PubChem CID: 11584001

Max Phase: Preclinical

Molecular Formula: C33H35N3O

Molecular Weight: 489.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(c2ccccc2)N2CCN(CC(=O)N(c3ccccc3)c3ccccc3)CC2)c(C)c1

Standard InChI:  InChI=1S/C33H35N3O/c1-26-18-19-31(27(2)24-26)33(28-12-6-3-7-13-28)35-22-20-34(21-23-35)25-32(37)36(29-14-8-4-9-15-29)30-16-10-5-11-17-30/h3-19,24,33H,20-23,25H2,1-2H3

Standard InChI Key:  RWSPYBHNSGQITH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
    1.3660   -4.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -5.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -6.1630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -5.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -4.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -4.5130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -6.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -7.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -7.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -3.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -3.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -2.4505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7774   -2.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -2.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7774   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064   -2.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -0.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -2.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0629   -8.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7774   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -8.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -7.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7774   -6.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -6.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -7.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -8.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -8.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7774   -3.6880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064   -8.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
 18 19  2  0
 19 13  1  0
  2  3  1  0
 14 20  2  0
  6 10  1  0
 20 21  1  0
  3  4  1  0
 21 22  2  0
 10 11  1  0
 22 23  1  0
  4  5  1  0
 23 24  2  0
 24 14  1  0
 11 12  1  0
  9 25  2  0
  5  6  1  0
 25 26  1  0
 12 13  1  0
 26 27  2  0
 27 28  1  0
 12 14  1  0
 28 29  2  0
 29  9  1  0
  3  7  1  0
  8 30  2  0
 13 15  2  0
 30 31  1  0
  1  2  1  0
 31 32  2  0
 15 16  1  0
 32 33  1  0
  7  8  1  0
 33 34  2  0
 34  8  1  0
 16 17  2  0
 11 35  2  0
  1  6  1  0
 25 36  1  0
 17 18  1  0
 27 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA599625

   2-[4-[(2,4-dimethylphenyl)-phenylmethyl]piperazin-1-yl]-N,N-diphenylacetamide

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: 489.66

Molecular Weight (Monoisotopic): 489.2780

AlogP: 6.38

#Rotatable Bonds: 7

Polar Surface Area: 26.79

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.67

CX LogP: 7.01

CX LogD: 6.55

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.22

References

1. Pajouhesh H, Feng ZP, Ding Y, Zhang L, Pajouhesh H, Morrison JL, Belardetti F, Tringham E, Simonson E, Vanderah TW, Porreca F, Zamponi GW, Mitscher LA, Snutch TP..  (2010)  Structure-activity relationships of diphenylpiperazine N-type calcium channel inhibitors.,  20  (4): [PMID:20117000] [10.1016/j.bmcl.2010.01.008]

Source

Source(1):

• Scientific Literature