1-(4-cinnamylpiperazin-1-yl)-6,6-diphenylhexan-1-one

ID: ALA1088309

PubChem CID: 9890105

Max Phase: Preclinical

Molecular Formula: C31H36N2O

Molecular Weight: 452.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H36N2O/c34-31(33-25-23-32(24-26-33)22-12-15-27-13-4-1-5-14-27)21-11-10-20-30(28-16-6-2-7-17-28)29-18-8-3-9-19-29/h1-9,12-19,30H,10-11,20-26H2/b15-12+

Standard InChI Key:  YBINNPIWNMGBFX-NTCAYCPXSA-N

Molfile:  

     RDKit          2D

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    8.6871  -15.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4002  -15.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1132  -15.2626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1132  -14.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1134  -16.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8275  -16.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5404  -16.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5390  -15.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8284  -15.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8227  -16.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5393  -14.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251  -14.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090  -14.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994  -14.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4013  -15.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1189  -15.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297  -15.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
  1  6  1  0
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 19 20  1  0
  9 10  1  0
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  3  4  1  0
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  8 28  2  0
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  1  7  1  0
 29 30  2  0
 14 15  1  0
 30 31  1  0
  1  2  1  0
 31 32  2  0
 14 16  1  0
 32 33  1  0
  7  8  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088309

   6,6-diphenyl-1-[4-[(E)-3-phenylprop-2-enyl]piperazin-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: 452.64

Molecular Weight (Monoisotopic): 452.2828

AlogP: 6.24

#Rotatable Bonds: 10

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.57

CX LogP: 6.63

CX LogD: 6.57

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.48

References

1. 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]

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