6-(2,4-Dichlorobenzyl)-2-(3-nitrobenzamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxamide

ID: ALA4536292

PubChem CID: 155548556

Max Phase: Preclinical

Molecular Formula: C22H18Cl2N4O4S

Molecular Weight: 505.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2cccc([N+](=O)[O-])c2)sc2c1CCN(Cc1ccc(Cl)cc1Cl)C2

Standard InChI:  InChI=1S/C22H18Cl2N4O4S/c23-14-5-4-13(17(24)9-14)10-27-7-6-16-18(11-27)33-22(19(16)20(25)29)26-21(30)12-2-1-3-15(8-12)28(31)32/h1-5,8-9H,6-7,10-11H2,(H2,25,29)(H,26,30)

Standard InChI Key:  QBKBIZHIVKCMBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    5.4314  -15.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314  -16.3067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1408  -16.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1408  -15.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8502  -15.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8547  -16.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6341  -16.5504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1088  -15.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268  -15.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9301  -15.8808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3467  -16.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1680  -16.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9379  -17.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8751  -14.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208  -13.8386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6776  -14.2686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7248  -16.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160  -16.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168  -15.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088  -15.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012  -15.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061  -16.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3146  -16.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5771  -17.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3976  -17.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8052  -16.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3862  -15.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5670  -15.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7879  -15.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3729  -14.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6051  -15.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242  -15.0870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8919  -15.0943    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 12 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 12  1  0
 29 30  2  0
 29 31  1  0
 27 29  1  0
 19 32  1  0
 21 33  1  0
M  CHG  2  29   1  31  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4536292

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 505.38

Molecular Weight (Monoisotopic): 504.0426

AlogP: 4.87

#Rotatable Bonds: 6

Polar Surface Area: 118.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.24

CX Basic pKa: 5.27

CX LogP: 5.50

CX LogD: 5.50

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -2.32

References

1. Wang G, Zhao Y, Liu Y, Sun D, Zhen Y, Liu J, Fu L, Zhang L, Ouyang L..  (2020)  Discovery of a Novel Dual-Target Inhibitor of ERK1 and ERK5 That Induces Regulated Cell Death to Overcome Compensatory Mechanism in Specific Tumor Types.,  63  (8): [PMID:32078308] [10.1021/acs.jmedchem.9b01896]

Source

Source(1):

• Scientific Literature