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

ID: ALA4560569

PubChem CID: 155558231

Max Phase: Preclinical

Molecular Formula: C22H18Cl3N3O2S

Molecular Weight: 494.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2ccccc2Cl)sc2c1CCN(Cc1c(Cl)cccc1Cl)C2

Standard InChI:  InChI=1S/C22H18Cl3N3O2S/c23-15-5-2-1-4-12(15)21(30)27-22-19(20(26)29)13-8-9-28(11-18(13)31-22)10-14-16(24)6-3-7-17(14)25/h1-7H,8-11H2,(H2,26,29)(H,27,30)

Standard InChI Key:  SBLOGEBZAZMEGY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   30.4053  -14.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4053  -15.3368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1147  -15.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1147  -14.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8241  -14.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8286  -15.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6079  -15.5805    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.0826  -14.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6007  -14.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9039  -14.9109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3206  -15.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1419  -15.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9118  -16.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8489  -13.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2947  -12.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6515  -13.2987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5510  -16.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3715  -16.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7791  -15.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3601  -14.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5409  -14.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1246  -14.2012    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.6987  -15.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9899  -15.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9865  -14.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2810  -14.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5770  -14.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5805  -15.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2917  -15.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6932  -14.1159    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.2997  -16.5716    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
 12 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 12  1  0
 21 22  1  0
  2 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 25 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560569

   ---

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: 494.83

Molecular Weight (Monoisotopic): 493.0185

AlogP: 5.62

#Rotatable Bonds: 5

Polar Surface Area: 75.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.84

CX Basic pKa: 5.27

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.94

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