N,4-dibenzhydrylpiperazine-1-carboxamide

ID: ALA599217

Max Phase: Preclinical

Molecular Formula: C31H31N3O

Molecular Weight: 461.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(c1ccccc1)c1ccccc1)N1CCN(C(c2ccccc2)c2ccccc2)CC1

Standard InChI:  InChI=1S/C31H31N3O/c35-31(32-29(25-13-5-1-6-14-25)26-15-7-2-8-16-26)34-23-21-33(22-24-34)30(27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-20,29-30H,21-24H2,(H,32,35)

Standard InChI Key:  PPVBMJIAJXVQFX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.5885    0.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    0.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546    1.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    2.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5885    2.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0055    1.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8311    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2427    2.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8302    3.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411    3.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676    3.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4812    2.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0638    2.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0659    0.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4796    0.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7102    0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199    0.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219    1.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472    1.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3630    2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9490    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193    2.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114    2.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -0.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149   -1.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -1.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9415    0.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133    2.2922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
  1  6  1  0
 17 18  1  0
  7  9  1  0
 18 19  2  0
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  2  3  1  0
  3 20  1  0
  8 10  2  0
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  3  4  1  0
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 10 11  1  0
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  4  5  1  0
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 11 12  2  0
 24 25  2  0
  5  6  1  0
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 12 13  1  0
 26 27  2  0
 27 28  1  0
 13 14  2  0
 28 29  2  0
 29 24  1  0
 14  8  1  0
 23 30  2  0
  6  7  1  0
 30 31  1  0
  9 15  2  0
 31 32  2  0
  1  2  1  0
 32 33  1  0
 15 16  1  0
 33 34  2  0
 34 23  1  0
  7  8  1  0
 20 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA599217

   ---

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: 461.61

Molecular Weight (Monoisotopic): 461.2467

AlogP: 5.89

#Rotatable Bonds: 6

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.26

CX LogP: 6.17

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -1.03

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]

2. Zamponi GW, Feng ZP, Zhang L, Pajouhesh H, Ding Y, Belardetti F, Pajouhesh H, Dolphin D, Mitscher LA, Snutch TP..  (2009)  Scaffold-based design and synthesis of potent N-type calcium channel blockers.,  19  (22): [PMID:19815411] [10.1016/j.bmcl.2009.09.008]

Source

Source(1):

• Scientific Literature