(R)-4'-fluoro-N-(4-(4-morpholino-1-(phenylthio)butan-2-ylamino)-3-nitrophenylsulfonyl)biphenyl-4-carboxamide

ID: ALA4592905

PubChem CID: 155569283

Max Phase: Preclinical

Molecular Formula: C33H33FN4O6S2

Molecular Weight: 664.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)c1ccc(N[C@H](CCN2CCOCC2)CSc2ccccc2)c([N+](=O)[O-])c1)c1ccc(-c2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C33H33FN4O6S2/c34-27-12-10-25(11-13-27)24-6-8-26(9-7-24)33(39)36-46(42,43)30-14-15-31(32(22-30)38(40)41)35-28(16-17-37-18-20-44-21-19-37)23-45-29-4-2-1-3-5-29/h1-15,22,28,35H,16-21,23H2,(H,36,39)/t28-/m1/s1

Standard InChI Key:  MYJSNJIVDDYHMU-MUUNZHRXSA-N

Molfile:  

 
     RDKit          2D

 46 50  0  0  0  0  0  0  0  0999 V2000
   32.7908  -17.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3864  -17.2725    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9774  -17.9756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2718  -18.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2707  -19.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9787  -19.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6884  -19.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6855  -18.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9769  -18.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9804  -20.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2709  -20.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2704  -21.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9785  -22.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6887  -21.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6858  -20.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9794  -23.0010    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.9745  -17.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6810  -16.8697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2656  -16.8739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0964  -16.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8034  -17.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5094  -16.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5074  -16.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7935  -15.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0904  -16.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2201  -17.2732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9267  -16.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2221  -18.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2133  -15.6344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2098  -14.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9157  -14.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5003  -14.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4968  -13.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7873  -13.1890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7878  -12.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0824  -11.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3741  -12.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3756  -13.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0855  -13.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6252  -14.8112    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.3311  -14.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0367  -14.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7422  -14.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7391  -13.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0247  -13.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3221  -13.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  6 10  1  0
 13 16  1  0
  9 17  1  0
 17 18  1  0
 17 19  2  0
 18  2  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 26 28  1  0
 22 26  1  0
 23 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  6
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 31 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 41  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4592905

   ---

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: 664.78

Molecular Weight (Monoisotopic): 664.1826

AlogP: 5.81

#Rotatable Bonds: 13

Polar Surface Area: 130.88

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.27

CX Basic pKa: 6.76

CX LogP: 5.12

CX LogD: 5.37

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: -1.54

References

1. Mukherjee H, Su N, Belmonte MA, Hargreaves D, Patel J, Tentarelli S, Aquila B, Grimster NP..  (2019)  Discovery and optimization of covalent Bcl-xL antagonists.,  29  (23): [PMID:31606346] [10.1016/j.bmcl.2019.126682]

Source

Source(1):

• Scientific Literature