1-(4-(1H-indol-4-yl)piperazin-1-yl)-3-phenylpropan-1-one

ID: ALA4248258

PubChem CID: 145985566

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccccc1)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C21H23N3O/c25-21(10-9-17-5-2-1-3-6-17)24-15-13-23(14-16-24)20-8-4-7-19-18(20)11-12-22-19/h1-8,11-12,22H,9-10,13-16H2

Standard InChI Key:  DXSPLMYSXYEEIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   13.7024  -17.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5196  -17.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0697  -17.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4827  -17.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2978  -17.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4791  -16.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2936  -16.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5415  -15.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8803  -15.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2238  -15.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9208  -17.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7344  -17.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1468  -17.1030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7395  -16.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9197  -16.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9640  -17.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3753  -16.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3700  -17.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1871  -17.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5931  -18.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1792  -19.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5845  -19.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4025  -19.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8137  -19.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4061  -18.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  7  1  0
  6  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  2 11  1  0
  2 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248258

   ---

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: 333.43

Molecular Weight (Monoisotopic): 333.1841

AlogP: 3.45

#Rotatable Bonds: 4

Polar Surface Area: 39.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.99

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.92

References

1. Anglin J, Zavareh RB, Sander PN, Haldar D, Mullarky E, Cantley LC, Kimmelman AC, Lyssiotis CA, Lairson LL..  (2018)  Discovery and optimization of aspartate aminotransferase 1 inhibitors to target redox balance in pancreatic ductal adenocarcinoma.,  28  (16): [PMID:29731362] [10.1016/j.bmcl.2018.04.061]

Source

Source(1):

• Scientific Literature