N-(benzo[d]thiazol-7-yl)-4-(1H-indol-4-yl)piperazine-1-carboxamide

ID: ALA4250894

PubChem CID: 145983161

Max Phase: Preclinical

Molecular Formula: C20H19N5OS

Molecular Weight: 377.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2ncsc12)N1CCN(c2cccc3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C20H19N5OS/c26-20(23-17-5-1-4-16-19(17)27-13-22-16)25-11-9-24(10-12-25)18-6-2-3-15-14(18)7-8-21-15/h1-8,13,21H,9-12H2,(H,23,26)

Standard InChI Key:  FHXPZOILFJDFHI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    3.5701  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872  -27.7267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375  -27.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504  -28.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1655  -28.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7946  -28.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6082  -28.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0207  -27.7323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6133  -27.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7935  -27.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469  -27.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1612  -27.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4134  -26.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7549  -25.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0958  -26.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8378  -27.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2438  -28.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2491  -27.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8325  -29.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0144  -29.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6033  -29.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0092  -30.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2381  -29.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8294  -30.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3786  -31.1717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269  -30.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0400  -30.0224    0.0000 S   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 24  1  0
 23 19  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4250894

   ---

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: 377.47

Molecular Weight (Monoisotopic): 377.1310

AlogP: 4.13

#Rotatable Bonds: 2

Polar Surface Area: 64.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.85

CX Basic pKa: 3.07

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.60

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