3-(((S)-3-((S)-3-(((R)-2,3-Dihydro-1H-inden-1-yl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-2-((S)-2-(methylamino)propanamido)-3-oxopropyl)carbamoyl)-4-methoxybenzenesulfonyl Fluoride

ID: ALA5170823

PubChem CID: 168269432

Max Phase: Preclinical

Molecular Formula: C34H38FN5O7S

Molecular Weight: 679.77

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@@H](CNC(=O)c1cc(S(=O)(=O)F)ccc1OC)C(=O)N1Cc2ccccc2C[C@H]1C(=O)N[C@@H]1CCc2ccccc21

Standard InChI:  InChI=1S/C34H38FN5O7S/c1-20(36-2)31(41)39-28(18-37-32(42)26-17-24(48(35,45)46)13-15-30(26)47-3)34(44)40-19-23-10-5-4-9-22(23)16-29(40)33(43)38-27-14-12-21-8-6-7-11-25(21)27/h4-11,13,15,17,20,27-29,36H,12,14,16,18-19H2,1-3H3,(H,37,42)(H,38,43)(H,39,41)/t20-,27+,28-,29-/m0/s1

Standard InChI Key:  BKYUUBOSZSVARW-CHXHCODASA-N

Molfile:  

 
     RDKit          2D

 48 52  0  0  0  0  0  0  0  0999 V2000
   13.7837  -31.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2001  -30.7246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3751  -30.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9120  -28.6691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6261  -28.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1979  -28.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6261  -27.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3402  -28.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3402  -29.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0543  -28.2568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7683  -28.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4825  -28.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4825  -27.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7683  -29.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0543  -29.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0543  -30.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3402  -31.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7683  -31.1429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6285  -30.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9150  -31.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9156  -31.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6358  -32.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3447  -31.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9197  -27.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6080  -26.9786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2056  -27.0205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3454  -27.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4804  -28.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2953  -28.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0816  -26.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6636  -27.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4551  -27.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6657  -26.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0787  -25.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2894  -26.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9197  -28.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1981  -28.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1947  -29.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6407  -28.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6371  -29.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9152  -29.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9116  -30.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6291  -31.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3516  -30.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3517  -29.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0614  -32.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0658  -33.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2001  -29.8995    0.0000 F   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  0
  5  7  1  1
  5  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 37  1  0
 12 13  2  0
 11 14  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 36 24  1  6
 24 25  1  0
 24 26  2  0
 27 25  1  1
 27 28  1  0
 28 29  1  0
 29 31  1  0
 30 27  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 36 37  1  0
 36 39  1  0
 37 38  1  0
 38 41  1  0
 40 39  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
 20  2  1  0
 23 46  1  0
 46 47  1  0
  2 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5170823

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 679.77

Molecular Weight (Monoisotopic): 679.2476

AlogP: 1.93

#Rotatable Bonds: 11

Polar Surface Area: 163.01

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.64

CX Basic pKa: 8.60

CX LogP: 2.12

CX LogD: 0.89

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.22

Np Likeness Score: -0.58

References

1. Udompholkul P, Baggio C, Gambini L, Alboreggia G, Pellecchia M..  (2021)  Lysine Covalent Antagonists of Melanoma Inhibitors of Apoptosis Protein.,  64  (21.0): [PMID:34705456] [10.1021/acs.jmedchem.1c01459]

Source

Source(1):

• Scientific Literature