6-((2-Bromophenyl)carbamothioyl)-2-(2-chlorobenzamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxamide

ID: ALA4553946

PubChem CID: 155555888

Max Phase: Preclinical

Molecular Formula: C22H18BrClN4O2S2

Molecular Weight: 549.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2ccccc2Cl)sc2c1CCN(C(=S)Nc1ccccc1Br)C2

Standard InChI:  InChI=1S/C22H18BrClN4O2S2/c23-14-6-2-4-8-16(14)26-22(31)28-10-9-13-17(11-28)32-21(18(13)19(25)29)27-20(30)12-5-1-3-7-15(12)24/h1-8H,9-11H2,(H2,25,29)(H,26,31)(H,27,30)

Standard InChI Key:  IMNAOCOXEULKFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    5.2829  -28.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829  -29.5056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923  -29.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923  -28.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7017  -28.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7061  -29.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4855  -29.7492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9602  -29.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4783  -28.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7815  -29.0797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1981  -29.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0194  -29.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7893  -30.5033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7265  -27.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1722  -27.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5290  -27.4675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763  -29.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4285  -30.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2491  -30.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6566  -29.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2376  -29.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4185  -29.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0022  -28.3700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5785  -30.7333    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674  -29.5094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1608  -29.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536  -29.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7475  -29.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492  -30.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4630  -31.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662  -30.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526  -28.6944    0.0000 Br  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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4553946

   ---

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: 549.90

Molecular Weight (Monoisotopic): 547.9743

AlogP: 5.27

#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: 13.48

CX Basic pKa: ┄

CX LogP: 6.02

CX LogD: 6.02

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -2.24

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