4-(1H-indol-4-yl)-N-(pyridin-4-yl)piperazine-1-carboxamide

ID: ALA4248956

PubChem CID: 145984328

Max Phase: Preclinical

Molecular Formula: C18H19N5O

Molecular Weight: 321.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccncc1)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C18H19N5O/c24-18(21-14-4-7-19-8-5-14)23-12-10-22(11-13-23)17-3-1-2-16-15(17)6-9-20-16/h1-9,20H,10-13H2,(H,19,21,24)

Standard InChI Key:  KBLDUQNMSPSOJR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.4135  -23.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2307  -23.2528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7809  -23.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1939  -23.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0090  -23.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6381  -23.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4517  -23.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8641  -23.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4567  -22.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6369  -22.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1903  -22.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0047  -22.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2569  -21.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5983  -21.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9392  -21.7678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6813  -23.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0872  -23.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0926  -22.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9044  -23.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3066  -24.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1248  -23.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3097  -23.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5351  -23.9798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1254  -24.6858    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 24  1  0
 23 21  1  0
 21 22  2  0
 22 19  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248956

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1590

AlogP: 2.92

#Rotatable Bonds: 2

Polar Surface Area: 64.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: 5.52

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.63

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