N-(2-cyanophenyl)-4-(1H-indol-4-yl)piperazine-1-carboxamide

ID: ALA4248489

PubChem CID: 145985328

Max Phase: Preclinical

Molecular Formula: C20H19N5O

Molecular Weight: 345.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1NC(=O)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C20H19N5O/c21-14-15-4-1-2-5-17(15)23-20(26)25-12-10-24(11-13-25)19-7-3-6-18-16(19)8-9-22-18/h1-9,22H,10-13H2,(H,23,26)

Standard InChI Key:  OUVWOVMAESVSSI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   12.2744   -3.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916   -3.6980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6418   -3.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0548   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8699   -4.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4989   -4.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3126   -4.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7250   -3.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3176   -2.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4978   -2.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0512   -2.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8656   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   -2.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4592   -1.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8001   -2.2130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5422   -3.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9481   -4.4159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9534   -3.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7653   -4.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1675   -5.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9857   -3.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1706   -3.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3960   -4.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9863   -5.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7613   -3.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3519   -2.2990    0.0000 N   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
 22 25  1  0
 25 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248489

   ---

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: 345.41

Molecular Weight (Monoisotopic): 345.1590

AlogP: 3.39

#Rotatable Bonds: 2

Polar Surface Area: 75.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.92

CX Basic pKa: 2.98

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.79

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