4-(1H-indol-4-yl)-N-p-tolylpiperazine-1-carboxamide

ID: ALA4248831

PubChem CID: 145986034

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)N2CCN(c3cccc4[nH]ccc34)CC2)cc1

Standard InChI:  InChI=1S/C20H22N4O/c1-15-5-7-16(8-6-15)22-20(25)24-13-11-23(12-14-24)19-4-2-3-18-17(19)9-10-21-18/h2-10,21H,11-14H2,1H3,(H,22,25)

Standard InChI Key:  FXOCYCORXBILRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   40.1868  -21.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0040  -21.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5542  -21.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9672  -22.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7823  -22.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4114  -22.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2250  -22.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6374  -22.0037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2301  -21.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4103  -21.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9636  -21.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7780  -21.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0302  -20.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3716  -20.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7126  -20.5131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4546  -22.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8605  -22.7160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8659  -21.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6777  -22.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0799  -23.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8964  -23.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3085  -22.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8982  -22.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0831  -22.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1257  -22.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1 12  1  0
 11  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  2  6  1  0
  2 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248831

   ---

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: 334.42

Molecular Weight (Monoisotopic): 334.1794

AlogP: 3.83

#Rotatable Bonds: 2

Polar Surface Area: 51.37

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.78

CX Basic pKa: 2.98

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.54

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