2-(5-Methylfuran-2-yl)-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)-quinoline-4-carboxamide

ID: ALA3613310

PubChem CID: 1257050

Max Phase: Preclinical

Molecular Formula: C22H15N5O2S

Molecular Weight: 413.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc(C(=O)Nc3nnc(-c4ccncc4)s3)c3ccccc3n2)o1

Standard InChI:  InChI=1S/C22H15N5O2S/c1-13-6-7-19(29-13)18-12-16(15-4-2-3-5-17(15)24-18)20(28)25-22-27-26-21(30-22)14-8-10-23-11-9-14/h2-12H,1H3,(H,25,27,28)

Standard InChI Key:  ZXRTUBHUTXPXNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0328    2.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    3.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2485    1.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    0.8758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417    1.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995   -2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -3.7467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -3.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -6.1073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -7.5339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -7.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3899   -6.1074    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -8.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757  -10.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5053  -11.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9705  -11.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -9.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -8.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 14 16  1  0
  7 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3613310

   2-(5-methylfuran-2-yl)-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)quinoline-4-carboxamide

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: 413.46

Molecular Weight (Monoisotopic): 413.0946

AlogP: 4.97

#Rotatable Bonds: 4

Polar Surface Area: 93.80

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.21

CX Basic pKa: 2.98

CX LogP: 3.78

CX LogD: 3.72

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -2.04

References

1. Olson ME, Abate-Pella D, Perkins AL, Li M, Carpenter MA, Rathore A, Harris RS, Harki DA..  (2015)  Oxidative Reactivities of 2-Furylquinolines: Ubiquitous Scaffolds in Common High-Throughput Screening Libraries.,  58  (18): [PMID:26358009] [10.1021/acs.jmedchem.5b00930]

2. Olson ME, Abate-Pella D, Perkins AL, Li M, Carpenter MA, Rathore A, Harris RS, Harki DA..  (2015)  Oxidative Reactivities of 2-Furylquinolines: Ubiquitous Scaffolds in Common High-Throughput Screening Libraries.,  58  (18): [PMID:26358009] [10.1021/acs.jmedchem.5b00930]

3. Olson ME, Abate-Pella D, Perkins AL, Li M, Carpenter MA, Rathore A, Harris RS, Harki DA..  (2015)  Oxidative Reactivities of 2-Furylquinolines: Ubiquitous Scaffolds in Common High-Throughput Screening Libraries.,  58  (18): [PMID:26358009] [10.1021/acs.jmedchem.5b00930]

4.  (2015)  Small molecule inhibitors of apobec3g and apobec3b, 

5.  (2015)  Small molecule inhibitors of apobec3g and apobec3b, 

6.  (2015)  Small molecule inhibitors of apobec3g and apobec3b, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data