US9125913, 354

ID: ALA3984987

PubChem CID: 67226801

Max Phase: Preclinical

Molecular Formula: C47H53ClN6O7S

Molecular Weight: 881.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(COc2ccc(S(=O)(=O)NC(=O)c3ccc(N4CCN(CC5=C(c6ccc(Cl)cc6)CC(C)(C)CC5)CC4)cc3Oc3ccc4[nH]ccc4c3)cc2[N+](=O)[O-])CC1

Standard InChI:  InChI=1S/C47H53ClN6O7S/c1-47(2)18-14-35(41(29-47)33-4-6-36(48)7-5-33)30-52-22-24-53(25-23-52)37-8-11-40(45(27-37)61-38-9-12-42-34(26-38)15-19-49-42)46(55)50-62(58,59)39-10-13-44(43(28-39)54(56)57)60-31-32-16-20-51(3)21-17-32/h4-13,15,19,26-28,32,49H,14,16-18,20-25,29-31H2,1-3H3,(H,50,55)

Standard InChI Key:  QTRWQAGIHZWZSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 62 69  0  0  0  0  0  0  0  0999 V2000
   17.8886  -10.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8523   -9.8309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5496  -10.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2543   -9.8181    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
   12.9671   -7.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9766   -6.0579    0.0000 O   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
   10.3794   -6.0420    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
    9.0914   -3.7857    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
   11.6895   -3.7984    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
    7.7954   -3.0289    0.0000 S   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
    6.7594   -2.4233    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
    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
    3.8915   -3.7585    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
    2.5847   -6.0040    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
    1.2935   -3.7495    0.0000 C   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
   -0.0140   -5.9954    0.0000 N   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
   -1.3244   -8.2389    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
   -3.9247   -8.2235    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
   -6.5251   -8.2035    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
   -7.8049   -5.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8350   -6.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7665   -4.7432    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
   -6.5379   -9.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2465  -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
   -6.5682  -12.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5803  -13.9041    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.8596  -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
   -2.6121   -5.9823    0.0000 C   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
   15.5644   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8597   -8.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 11 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 33  1  0
 37 38  2  0
 38 30  1  0
 26 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  1  0
 47 50  1  0
 50 51  1  0
 51 44  1  0
 45 52  1  0
 52 53  2  0
 53 54  1  0
 54 55  2  0
 55 56  1  0
 55 57  1  0
 57 58  2  0
 58 52  1  0
 42 59  1  0
 59 60  1  0
 60 39  1  0
  5 61  1  0
 61 62  1  0
 62  2  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3984987

   4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]piperazin-1-yl]-2-(1H-indol-5-yloxy)-N-[4-[(1-methylpiperidin-4-yl)methoxy]-3-nitrophenyl]sulfonylbenzamide

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: 881.50

Molecular Weight (Monoisotopic): 880.3385

AlogP: 9.15

#Rotatable Bonds: 13

Polar Surface Area: 150.35

Molecular Species: ZWITTERION

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: 9.08

CX LogP: 7.60

CX LogD: 6.78

Aromatic Rings: 5

Heavy Atoms: 62

QED Weighted: 0.09

Np Likeness Score: -0.97

References

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

Source

Source(1):

• BindingDB Database