N-(1-(4-(4-fluorophenyl)piperazin-1-ylsulfonyl)-4-phenylbutan-2-yl)-N-hydroxyformamide

ID: ALA4093107

PubChem CID: 9845843

Max Phase: Preclinical

Molecular Formula: C21H26FN3O4S

Molecular Weight: 435.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=CN(O)C(CCc1ccccc1)CS(=O)(=O)N1CCN(c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C21H26FN3O4S/c22-19-7-10-20(11-8-19)23-12-14-24(15-13-23)30(28,29)16-21(25(27)17-26)9-6-18-4-2-1-3-5-18/h1-5,7-8,10-11,17,21,27H,6,9,12-16H2

Standard InChI Key:  ZNNFXQHPJPVRAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   38.8273  -19.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.5404  -17.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5404  -17.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8273  -16.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8273  -15.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1099  -15.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3968  -15.8293    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.3967  -16.6546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   37.3967  -18.3053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3967  -19.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6836  -19.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6836  -20.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.3967  -21.6067    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6836  -17.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1827  -15.0337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6033  -15.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5404  -15.4187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5404  -14.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2535  -14.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2535  -15.8293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2535  -18.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2535  -19.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 17  1  0
 20 19  2  0
 14 20  1  0
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  9 23  2  0
  9 24  2  0
  7 25  1  0
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 25 28  1  0
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  1 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093107

   N-[1-[4-(4-fluorophenyl)piperazin-1-yl]sulfonyl-4-phenylbutan-2-yl]-N-hydroxyformamide

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: 435.52

Molecular Weight (Monoisotopic): 435.1628

AlogP: 2.13

#Rotatable Bonds: 9

Polar Surface Area: 81.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.21

CX Basic pKa: 1.90

CX LogP: 2.43

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -1.20

References

1. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

Source

Source(1):

• Scientific Literature