4-(1-(3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)-1H-indol-3-yl)butanoic acid

ID: ALA4797460

PubChem CID: 156767238

Max Phase: Preclinical

Molecular Formula: C26H33N3O3

Molecular Weight: 435.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CCCn2cc(CCCC(=O)O)c3ccccc32)CC1

Standard InChI:  InChI=1S/C26H33N3O3/c1-32-25-12-5-4-11-24(25)28-18-16-27(17-19-28)14-7-15-29-20-21(8-6-13-26(30)31)22-9-2-3-10-23(22)29/h2-5,9-12,20H,6-8,13-19H2,1H3,(H,30,31)

Standard InChI Key:  WYKAGKFOYGISHK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0259  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7339  -12.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2197  -12.3681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7007  -11.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2192  -11.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4724  -13.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5230   -9.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3223   -9.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5746   -8.3714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8693   -9.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1645  -12.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9638  -12.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2166  -13.2165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0160  -13.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6700  -13.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2658  -14.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0644  -14.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6119  -13.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3554  -12.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5574  -12.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3015  -12.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8457  -11.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
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  8  9  2  0
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  9 12  1  0
 12 13  1  0
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 14 15  1  0
 15 16  2  0
 15 17  1  0
 11 18  1  0
 18 19  1  0
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 19 21  1  0
 20 22  1  0
 21 25  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797460

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.57

Molecular Weight (Monoisotopic): 435.2522

AlogP: 4.27

#Rotatable Bonds: 10

Polar Surface Area: 57.94

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.45

CX Basic pKa: 8.30

CX LogP: 1.77

CX LogD: 1.74

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.09

References

1. Zeng LY,Yang F,Chen K,Zeng Y,Jiang Z,Liu S,Xi B.  (2020)  The one-pot synthesis of butyl-1H-indol-3-alkylcarboxylic acid derivatives in ionic liquid as potent dual-acting agent for management of BPH.,  205  [PMID:32949920] [10.1016/j.ejmech.2020.112616]

Source

Source(1):

• Scientific Literature