(S)-3-(4-(benzyloxy)phenyl)-N-((4-bromophenyl)sulfonyl)-2-(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetamido)propanamide

ID: ALA4528001

PubChem CID: 155544559

Max Phase: Preclinical

Molecular Formula: C41H35BrClN3O7S

Molecular Weight: 829.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(CC(=O)N[C@@H](Cc1ccc(OCc3ccccc3)cc1)C(=O)NS(=O)(=O)c1ccc(Br)cc1)c(C)n2C(=O)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C41H35BrClN3O7S/c1-26-35(36-23-33(52-2)18-21-38(36)46(26)41(49)29-10-14-31(43)15-11-29)24-39(47)44-37(40(48)45-54(50,51)34-19-12-30(42)13-20-34)22-27-8-16-32(17-9-27)53-25-28-6-4-3-5-7-28/h3-21,23,37H,22,24-25H2,1-2H3,(H,44,47)(H,45,48)/t37-/m0/s1

Standard InChI Key:  QAYBSCKEQSYPNN-QNGWXLTQSA-N

Molfile:  

 
     RDKit          2D

 54 59  0  0  0  0  0  0  0  0999 V2000
    8.5310  -15.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1265  -15.8527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9435  -15.8480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7126  -14.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203  -14.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049  -14.6310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5895  -14.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972  -14.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972  -13.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5895  -15.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006  -16.7097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532  -15.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1836  -16.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323  -15.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375  -15.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931  -16.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8491  -17.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434  -17.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306  -15.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934  -16.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389  -15.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047  -17.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917  -18.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2219  -17.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761  -18.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7632  -18.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674  -19.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889  -19.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981  -18.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554  -20.2362    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4203  -15.4482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1280  -14.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1280  -16.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4173  -17.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4169  -17.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1252  -18.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8352  -17.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8321  -17.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7126  -13.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203  -12.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278  -13.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8350  -12.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8355  -12.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1228  -11.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4185  -12.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5426  -11.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2509  -12.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1262  -19.1225    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.2520  -12.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5429  -13.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5437  -14.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2524  -14.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9620  -14.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9577  -13.4005    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  1  0
  4  6  1  1
  7  8  1  0
  8  6  1  0
  8  9  2  0
  7 10  1  0
 10 14  1  0
 13 11  1  0
 11 12  1  0
 12 10  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 12 19  1  0
 16 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 27 30  1  0
  5 31  1  0
  5 32  2  0
 31  2  1  0
  2 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
  4 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 40  1  0
 43 46  1  0
 46 47  1  0
 36 48  1  0
 47 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 49  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528001

   ---

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: 829.17

Molecular Weight (Monoisotopic): 827.1068

AlogP: 7.42

#Rotatable Bonds: 13

Polar Surface Area: 132.80

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.03

CX Basic pKa: ┄

CX LogP: 7.78

CX LogD: 6.83

Aromatic Rings: 6

Heavy Atoms: 54

QED Weighted: 0.12

Np Likeness Score: -0.90

References

1. Chen C, Nie Y, Xu G, Yang X, Fang H, Hou X..  (2019)  Design, synthesis and preliminary bioactivity studies of indomethacin derivatives as Bcl-2/Mcl-1 dual inhibitors.,  27  (13): [PMID:31079964] [10.1016/j.bmc.2019.05.003]

Source

Source(1):

• Scientific Literature