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

ID: ALA4529455

PubChem CID: 155545612

Max Phase: Preclinical

Molecular Formula: C22H18ClN5O4S2

Molecular Weight: 516.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2cccc([N+](=O)[O-])c2)sc2c1CCN(C(=S)Nc1ccccc1Cl)C2

Standard InChI:  InChI=1S/C22H18ClN5O4S2/c23-15-6-1-2-7-16(15)25-22(33)27-9-8-14-17(11-27)34-21(18(14)19(24)29)26-20(30)12-4-3-5-13(10-12)28(31)32/h1-7,10H,8-9,11H2,(H2,24,29)(H,25,33)(H,26,30)

Standard InChI Key:  WXXQKOQIDQWOFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    4.6927  -21.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927  -22.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021  -22.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021  -21.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1115  -21.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159  -22.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953  -22.8114    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3700  -22.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8881  -21.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1913  -22.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6079  -22.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4292  -22.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1991  -23.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1363  -20.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5820  -20.0997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9388  -20.5296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9861  -22.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8383  -23.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6589  -23.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0664  -22.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6474  -22.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8283  -22.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2772  -22.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706  -22.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634  -22.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1573  -22.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1590  -23.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728  -24.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760  -23.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8624  -21.7566    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.0491  -21.4153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6342  -20.7113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8663  -21.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883  -23.7954    0.0000 S   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
 17 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
 31 32  2  0
 31 33  1  0
 21 31  1  0
 17 34  2  0
M  CHG  2  31   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4529455

   ---

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: 516.00

Molecular Weight (Monoisotopic): 515.0489

AlogP: 4.42

#Rotatable Bonds: 5

Polar Surface Area: 130.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -2.36

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