US9120791, Example 2

ID: ALA3983424

Cas Number: 1448584-14-2

PubChem CID: 71696478

Max Phase: Preclinical

Molecular Formula: C44H44N4O6

Molecular Weight: 724.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N(C(=O)c2cc(-c3cc4c(cc3C(=O)N3Cc5ccccc5C[C@H]3CN3CCOCC3)OCO4)n3c2CCCC3)c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C44H44N4O6/c1-29-9-11-32(12-10-29)48(33-13-15-35(49)16-14-33)44(51)38-23-40(46-17-5-4-8-39(38)46)36-24-41-42(54-28-53-41)25-37(36)43(50)47-26-31-7-3-2-6-30(31)22-34(47)27-45-18-20-52-21-19-45/h2-3,6-7,9-16,23-25,34,49H,4-5,8,17-22,26-28H2,1H3/t34-/m0/s1

Standard InChI Key:  QUGHPCQVWVBKGY-UMSFTDKQSA-N

Molfile:  

     RDKit          2D

 54 62  0  0  1  0  0  0  0  0999 V2000
   11.7227  -10.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0128   -9.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6164   -8.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7290   -7.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379   -7.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343   -8.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5218  -10.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3475   -6.3145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559   -6.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749   -7.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -5.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4236   -3.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920    0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6028    1.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9879    3.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967    2.9766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108   -5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -5.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004   -2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -3.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287   -3.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304   -4.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0010   -6.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4697   -6.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4679   -5.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9491   -4.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0613   -3.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6644   -2.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1554   -2.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6379   -1.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0432   -3.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4401   -4.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
 20 21  1  0
 21 22  2  0
 22 14  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 32 33  1  0
 33 34  1  0
 34 25  1  0
 34 35  1  6
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 36  1  0
 13 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 11  2  0
 47 42  1  0
  8 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 51 52  1  0
 51 53  1  0
 53 54  2  0
 54 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3983424

   US9120791, Example 2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 724.86

Molecular Weight (Monoisotopic): 724.3261

AlogP: 7.11

#Rotatable Bonds: 7

Polar Surface Area: 96.71

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.25

CX Basic pKa: 6.51

CX LogP: 6.91

CX LogD: 6.85

Aromatic Rings: 5

Heavy Atoms: 54

QED Weighted: 0.19

Np Likeness Score: -0.70

References

1.  (2015)  Indolizine compounds, a process for their preparation and pharmaceutical compositions containing them, 

Source

Source(1):

• BindingDB Database