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

ID: ALA4250202

PubChem CID: 145986283

Max Phase: Preclinical

Molecular Formula: C17H18N6O

Molecular Weight: 322.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccnnc1)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C17H18N6O/c24-17(21-13-4-7-19-20-12-13)23-10-8-22(9-11-23)16-3-1-2-15-14(16)5-6-18-15/h1-7,12,18H,8-11H2,(H,19,21,24)

Standard InChI Key:  CLIGZGJMVLQWDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   32.1181  -14.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9353  -14.4783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4855  -14.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8985  -15.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7136  -15.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3427  -15.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1563  -15.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5687  -14.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1613  -13.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3415  -13.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8949  -13.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7093  -13.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9615  -12.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3029  -12.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6438  -12.9933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3859  -14.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7918  -15.1962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7972  -13.7808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6090  -15.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0112  -15.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8276  -15.9120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2397  -15.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8294  -14.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0143  -14.4938    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
M  END

Alternative Forms

1. Parent:

   

   ALA4250202

   ---

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: 322.37

Molecular Weight (Monoisotopic): 322.1542

AlogP: 2.31

#Rotatable Bonds: 2

Polar Surface Area: 77.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.46

CX Basic pKa: 3.15

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.59

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