N-(2,5-dimethylphenyl)-4-(1H-indol-4-yl)piperazine-1-carboxamide

ID: ALA4248740

PubChem CID: 145984574

Max Phase: Preclinical

Molecular Formula: C21H24N4O

Molecular Weight: 348.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(NC(=O)N2CCN(c3cccc4[nH]ccc34)CC2)c1

Standard InChI:  InChI=1S/C21H24N4O/c1-15-6-7-16(2)19(14-15)23-21(26)25-12-10-24(11-13-25)20-5-3-4-18-17(20)8-9-22-18/h3-9,14,22H,10-13H2,1-2H3,(H,23,26)

Standard InChI Key:  UTQWLJLUKPRZAP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   12.4230  -12.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2401  -12.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7904  -12.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2034  -13.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0184  -13.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6475  -13.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4611  -13.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8736  -12.8371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4662  -12.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6464  -12.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1998  -12.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0141  -12.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2663  -11.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6078  -10.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9487  -11.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6907  -12.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0967  -13.5495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1020  -12.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9139  -13.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3161  -14.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1343  -12.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3192  -12.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5446  -13.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1349  -14.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9036  -14.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5431  -12.1394    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
 20 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248740

   ---

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: 348.45

Molecular Weight (Monoisotopic): 348.1950

AlogP: 4.14

#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: 13.59

CX Basic pKa: 2.98

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.73

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