US9125913, 278

ID: ALA3986307

PubChem CID: 46832974

Max Phase: Preclinical

Molecular Formula: C45H48ClN5O8S

Molecular Weight: 854.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC(CN2CCN(c3ccc(C(=O)NS(=O)(=O)c4ccc(CCC5OCCO5)c([N+](=O)[O-])c4)c(Oc4ccc5[nH]ccc5c4)c3)CC2)=C(c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C45H48ClN5O8S/c1-45(2)17-15-33(39(28-45)30-3-7-34(46)8-4-30)29-49-19-21-50(22-20-49)35-9-12-38(42(26-35)59-36-10-13-40-32(25-36)16-18-47-40)44(52)48-60(55,56)37-11-5-31(41(27-37)51(53)54)6-14-43-57-23-24-58-43/h3-5,7-13,16,18,25-27,43,47H,6,14-15,17,19-24,28-29H2,1-2H3,(H,48,52)

Standard InChI Key:  WHIXIPPWXNHPEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 60 67  0  0  0  0  0  0  0  0999 V2000
   -7.7664   -4.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8049   -5.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8350   -6.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -5.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2069   -5.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2196   -7.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5250   -8.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177   -7.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5378   -9.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464  -10.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2616  -11.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5681  -12.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5802  -13.9041    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.8595  -11.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8444  -10.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9247   -8.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197   -7.4823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244   -8.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216   -7.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140   -5.9954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3093   -5.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121   -5.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8864   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1954   -3.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2017   -1.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915   -3.7721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7954   -3.0289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7594   -2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8017   -1.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0914   -3.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0841   -5.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3794   -6.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6821   -5.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9766   -6.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9671   -7.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2616   -8.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3922   -9.7996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8579  -10.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6142   -8.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6160   -7.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6895   -3.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3941   -3.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9914   -3.0517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9956   -1.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0287   -3.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   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
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    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
    1.2935   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  2  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  2  0
 30 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 39  1  0
 36 44  1  0
 44 45  2  0
 45 33  1  0
 44 46  1  0
 46 47  2  0
 46 48  1  0
 26 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 54  1  0
 58 59  2  0
 59 51  1  0
 49 60  2  0
 60 23  1  0
M  CHG  2  46   1  48  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3986307

   4-(4-{[2-(4-Chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-n-({4-[2-(1,3-dioxolan-2-yl)ethyl]-3-nitrophenyl}sulfonyl)-2-(1h-indol-5-yloxy)benzamide

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: 854.43

Molecular Weight (Monoisotopic): 853.2912

AlogP: 8.73

#Rotatable Bonds: 13

Polar Surface Area: 156.34

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.16

CX Basic pKa: 7.96

CX LogP: 7.56

CX LogD: 7.68

Aromatic Rings: 5

Heavy Atoms: 60

QED Weighted: 0.09

Np Likeness Score: -0.82

References

1.  (2015)  Bcl-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases, 

Source

Source(1):

• BindingDB Database