rac-1-(2-(3-(4-benzhydrylpiperazin-1-yl)-2-hydroxypropoxy)-5-fluorophenyl)-3-phenylpropan-1-one hydrochloride

ID: ALA1915364

PubChem CID: 56647708

Max Phase: Preclinical

Molecular Formula: C35H38ClFN2O3

Molecular Weight: 552.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(CCc1ccccc1)c1cc(F)ccc1OCC(O)CN1CCN(C(c2ccccc2)c2ccccc2)CC1

Standard InChI:  InChI=1S/C35H37FN2O3.ClH/c36-30-17-19-34(32(24-30)33(40)18-16-27-10-4-1-5-11-27)41-26-31(39)25-37-20-22-38(23-21-37)35(28-12-6-2-7-13-28)29-14-8-3-9-15-29;/h1-15,17,19,24,31,35,39H,16,18,20-23,25-26H2;1H

Standard InChI Key:  IGVPKUYUKHLLJD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.1506   -6.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4314   -5.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2973  -11.4894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5798   -6.5418    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7218  -11.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4344  -11.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2916  -13.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2905  -13.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7224  -13.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7199  -13.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
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  6  7  2  0
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  2  3  2  0
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  4  5  2  0
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  8  9  1  0
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  5 18  1  0
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 31 38  2  0
 18 19  1  0
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  8 10  2  0
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 19 20  1  0
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  5  6  1  0
 41 42  2  0
 42 31  1  0
M  END

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: 552.69

Molecular Weight (Monoisotopic): 552.2788

AlogP: 5.79

#Rotatable Bonds: 12

Polar Surface Area: 53.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.79

CX LogP: 6.54

CX LogD: 6.00

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.94

References

1. Lowes DJ, Guiguemde WA, Connelly MC, Zhu F, Sigal MS, Clark JA, Lemoff AS, Derisi JL, Wilson EB, Guy RK..  (2011)  Optimization of propafenone analogues as antimalarial leads.,  54  (21): [PMID:21955244] [10.1021/jm2005546]

Source

Source(1):

• Scientific Literature