4-(1-(5-(4-(2-chlorophenyl)piperazin-1-yl)pentyl)-1H-indol-3-yl)butanoic acid

ID: ALA4788144

PubChem CID: 156767234

Max Phase: Preclinical

Molecular Formula: C27H34ClN3O2

Molecular Weight: 468.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCCc1cn(CCCCCN2CCN(c3ccccc3Cl)CC2)c2ccccc12

Standard InChI:  InChI=1S/C27H34ClN3O2/c28-24-11-3-5-13-26(24)30-19-17-29(18-20-30)15-6-1-7-16-31-21-22(9-8-14-27(32)33)23-10-2-4-12-25(23)31/h2-5,10-13,21H,1,6-9,14-20H2,(H,32,33)

Standard InChI Key:  SADGWXRWSBZIIA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.6262  -20.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0960  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2182  -16.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5792  -22.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8759  -21.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6829  -21.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9380  -22.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7450  -22.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3862  -23.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9971  -23.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8032  -23.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3560  -22.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.2915  -22.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0324  -21.2217    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 26 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 26  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788144

   ---

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: 468.04

Molecular Weight (Monoisotopic): 467.2340

AlogP: 5.69

#Rotatable Bonds: 11

Polar Surface Area: 48.71

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.45

CX Basic pKa: 7.67

CX LogP: 3.58

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.18

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