N-(3-chlorophenyl)-4-(1H-indol-4-yl)piperazine-1-carboxamide

ID: ALA4249221

PubChem CID: 145984097

Max Phase: Preclinical

Molecular Formula: C19H19ClN4O

Molecular Weight: 354.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C19H19ClN4O/c20-14-3-1-4-15(13-14)22-19(25)24-11-9-23(10-12-24)18-6-2-5-17-16(18)7-8-21-17/h1-8,13,21H,9-12H2,(H,22,25)

Standard InChI Key:  YXWYQGFELDSCLG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   32.8981  -27.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7153  -27.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2655  -27.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6785  -27.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4936  -27.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1227  -27.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9363  -27.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3487  -27.2081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9414  -26.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1216  -26.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6750  -26.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4893  -26.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7415  -25.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0829  -25.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4239  -25.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1659  -27.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5718  -27.9205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5772  -26.5051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3890  -27.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7913  -28.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6077  -28.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0198  -27.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6095  -27.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7944  -27.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0183  -26.5104    0.0000 Cl  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
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4249221

   ---

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: 354.84

Molecular Weight (Monoisotopic): 354.1247

AlogP: 4.18

#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: 13.08

CX Basic pKa: 2.98

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.74

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