4-chloro-N-[(1R)-1-[4-(3-{4-[(1R)-1-[(4-chloro-1,6-dimethyl-1H-indol-2-yl)formamido]ethyl]benzenesulfonyl}-2-oxopropanesulfonyl)phenyl]ethyl]-1,6-dimethyl-1H-indole-2-carboxamide

ID: ALA4548756

PubChem CID: 155549536

Max Phase: Preclinical

Molecular Formula: C41H40Cl2N4O7S2

Molecular Weight: 835.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)c2cc(C(=O)N[C@H](C)c3ccc(S(=O)(=O)CC(=O)CS(=O)(=O)c4ccc([C@@H](C)NC(=O)c5cc6c(Cl)cc(C)cc6n5C)cc4)cc3)n(C)c2c1

Standard InChI:  InChI=1S/C41H40Cl2N4O7S2/c1-23-15-34(42)32-19-38(46(5)36(32)17-23)40(49)44-25(3)27-7-11-30(12-8-27)55(51,52)21-29(48)22-56(53,54)31-13-9-28(10-14-31)26(4)45-41(50)39-20-33-35(43)16-24(2)18-37(33)47(39)6/h7-20,25-26H,21-22H2,1-6H3,(H,44,49)(H,45,50)/t25-,26-/m1/s1

Standard InChI Key:  VBQFHTXSSQUTPB-CLJLJLNGSA-N

Molfile:  

 
     RDKit          2D

 56 61  0  0  0  0  0  0  0  0999 V2000
   11.9112   -7.8995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9153   -7.0823    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.2055   -7.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3953   -4.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6895   -4.9609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3998   -5.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4355   -9.1803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8390   -8.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4304   -7.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8332   -7.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6106   -7.7683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1938   -7.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5965   -6.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3782   -7.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9713   -7.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1515   -7.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7388   -7.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5074   -6.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6857   -6.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2791   -5.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2791   -4.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6856   -3.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2773   -2.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4542   -2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459   -2.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4565   -1.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2268   -2.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8161   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2245   -3.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0013   -2.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5200   -3.4969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723   -4.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7453   -3.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411   -3.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -2.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0394   -2.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7465   -2.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5200   -2.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0406   -1.2044    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6175   -3.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0476   -3.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4560   -4.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2789   -7.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1457   -6.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9654   -6.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6409   -8.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7264   -9.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3950   -9.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3203  -10.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5853  -11.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9167  -10.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9914   -9.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5230  -11.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1383   -9.5793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.6169   -9.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17  2  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20  5  1  0
  5 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 28 27  1  0
 28 29  2  0
 28 30  1  0
 31 30  1  0
 31 32  1  0
 31 33  1  0
 34 33  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 38 37  1  0
 38 33  2  0
 39 38  1  0
 30 39  2  0
 37 40  1  0
 35 41  1  0
 24 42  2  0
 42 43  1  0
 21 43  2  0
 19 44  2  0
 17 45  2  0
 45 46  1  0
 14 46  2  0
  8 47  2  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 48 53  2  0
  7 53  1  0
 51 54  1  0
 49 55  1  0
  7 56  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548756

   ---

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: 835.83

Molecular Weight (Monoisotopic): 834.1715

AlogP: 7.39

#Rotatable Bonds: 12

Polar Surface Area: 153.41

Molecular Species: ZWITTERION

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.78

CX Basic pKa: 14.33

CX LogP: 7.20

CX LogD: 7.20

Aromatic Rings: 6

Heavy Atoms: 56

QED Weighted: 0.13

Np Likeness Score: -0.79

References

1.  (2018)  Tosylacetate based compounds and derivatives thereof as phgdh inhibitors, 

Source

Source(1):

• Patent Bioactivity Data