2-((5-(2-(4-Chlorophenyl)-6-methoxyquinolin-4-yl)-4-phenyl-4H-1,2,4-triazol-3-yl)thio)-N-(4-(1-(hydroxyimino)ethyl)phenyl)acetamide

ID: ALA4792549

PubChem CID: 155810621

Max Phase: Preclinical

Molecular Formula: C34H27ClN6O3S

Molecular Weight: 635.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3ccc(Cl)cc3)cc(-c3nnc(SCC(=O)Nc4ccc(/C(C)=N\O)cc4)n3-c3ccccc3)c2c1

Standard InChI:  InChI=1S/C34H27ClN6O3S/c1-21(40-43)22-10-14-25(15-11-22)36-32(42)20-45-34-39-38-33(41(34)26-6-4-3-5-7-26)29-19-31(23-8-12-24(35)13-9-23)37-30-17-16-27(44-2)18-28(29)30/h3-19,43H,20H2,1-2H3,(H,36,42)/b40-21-

Standard InChI Key:  USVGKDWIRJLLJA-FFKGLWRNSA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
   23.1880  -20.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1869  -21.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9022  -21.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9004  -20.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6163  -20.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6170  -21.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3329  -21.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0484  -21.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0436  -20.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3273  -20.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7615  -21.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7633  -22.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4748  -22.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1893  -22.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1834  -21.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4670  -21.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3213  -19.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9868  -18.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7249  -17.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8999  -17.9588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6505  -18.7450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2079  -17.2838    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.0289  -17.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5078  -16.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3288  -16.7761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8117  -16.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6330  -16.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1158  -15.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7740  -14.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9485  -14.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4735  -15.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2560  -14.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0771  -14.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9132  -13.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4160  -14.9324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7695  -18.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9434  -19.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7285  -20.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3366  -19.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1582  -18.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3731  -18.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9062  -22.9201    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.4731  -20.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4729  -19.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1687  -15.9471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 10 17  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 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
 29 32  1  0
 32 33  2  0
 32 34  1  0
 33 35  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 18 36  1  0
 14 42  1  0
  1 43  1  0
 43 44  1  0
 24 45  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792549

   ---

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: 635.15

Molecular Weight (Monoisotopic): 634.1554

AlogP: 7.74

#Rotatable Bonds: 9

Polar Surface Area: 114.52

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.63

CX Basic pKa: 2.69

CX LogP: 6.92

CX LogD: 6.72

Aromatic Rings: 6

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: -1.87

References

1. Kaoud TS,Mohassab AM,Hassan HA,Yan C,Van Ravenstein SX,Abdelhamid D,Dalby KN,Abdel-Aziz M.  (2020)  NO-releasing STAT3 inhibitors suppress BRAF-mutant melanoma growth.,  186  [PMID:31784187] [10.1016/j.ejmech.2019.111885]

Source

Source(1):

• Scientific Literature