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

ID: ALA4560244

PubChem CID: 155558584

Max Phase: Preclinical

Molecular Formula: C23H18ClF3N4O2S2

Molecular Weight: 539.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2ccccc2Cl)sc2c1CCN(C(=S)Nc1ccccc1C(F)(F)F)C2

Standard InChI:  InChI=1S/C23H18ClF3N4O2S2/c24-15-7-3-1-5-12(15)20(33)30-21-18(19(28)32)13-9-10-31(11-17(13)35-21)22(34)29-16-8-4-2-6-14(16)23(25,26)27/h1-8H,9-11H2,(H2,28,32)(H,29,34)(H,30,33)

Standard InChI Key:  YRTRSEUHYUWCGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.9984  -28.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9984  -29.0722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7078  -29.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7078  -27.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4172  -28.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4217  -29.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2010  -29.3159    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.6757  -28.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1938  -27.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4970  -28.6463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9137  -29.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7350  -29.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5049  -30.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4420  -27.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8878  -26.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2446  -27.0341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2918  -29.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1441  -30.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9646  -30.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3722  -29.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9532  -28.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1340  -28.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7177  -27.9366    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.2940  -30.2999    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.5830  -29.0760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8764  -29.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1691  -29.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4630  -29.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4648  -30.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1786  -30.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8818  -30.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1682  -28.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8754  -27.8517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4600  -27.8533    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1630  -27.4419    0.0000 F   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
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  9 14  1  0
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  2 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 12  1  0
 22 23  1  0
 17 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 27 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560244

   ---

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: 539.00

Molecular Weight (Monoisotopic): 538.0512

AlogP: 5.53

#Rotatable Bonds: 4

Polar Surface Area: 87.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.44

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 6.13

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -2.25

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