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

ID: ALA5174454

PubChem CID: 163198548

Max Phase: Preclinical

Molecular Formula: C29H36FN5O7S

Molecular Weight: 617.70

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@@H](CNC(=O)c1cc(S(=O)(=O)F)ccc1OC)C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCc2ccccc21

Standard InChI:  InChI=1S/C29H36FN5O7S/c1-17(31-2)26(36)34-23(16-32-27(37)21-15-19(43(30,40)41)11-13-25(21)42-3)29(39)35-14-6-9-24(35)28(38)33-22-12-10-18-7-4-5-8-20(18)22/h4-5,7-8,11,13,15,17,22-24,31H,6,9-10,12,14,16H2,1-3H3,(H,32,37)(H,33,38)(H,34,36)/t17-,22+,23-,24-/m0/s1

Standard InChI Key:  NUAUWPVMCPSATJ-JDGBCZCZSA-N

Molfile:  

 
     RDKit          2D

 43 46  0  0  0  0  0  0  0  0999 V2000
   27.3523  -23.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7689  -22.8662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.9439  -22.8615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4727  -20.8213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1910  -20.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7544  -20.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1910  -19.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9093  -20.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9093  -21.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6276  -20.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3418  -20.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0601  -20.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7784  -20.8213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0601  -19.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3398  -21.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5354  -20.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6246  -22.0570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6226  -22.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9074  -23.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3357  -23.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1969  -22.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4822  -23.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4797  -24.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1979  -24.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9096  -24.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7039  -19.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4871  -19.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0890  -19.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1021  -19.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0227  -20.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7772  -21.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9119  -19.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3238  -20.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1439  -20.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5528  -19.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1359  -19.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3171  -19.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7717  -22.0450    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.6249  -24.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6266  -25.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8760  -21.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6841  -21.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0916  -21.0871    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  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 13  1  0
 12 14  2  0
 11 15  1  6
 16 13  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 16 26  1  6
 26 27  1  0
 26 28  2  0
 29 27  1  1
 29 30  1  0
 30 31  1  0
 31 33  1  0
 32 29  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 22  2  1  0
  2 38  1  0
 25 39  1  0
 39 40  1  0
 41 42  1  0
 42 43  1  0
 13 41  1  0
 16 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5174454

   ---

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: 617.70

Molecular Weight (Monoisotopic): 617.2319

AlogP: 0.97

#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: 11.57

CX Basic pKa: 8.60

CX LogP: 0.76

CX LogD: -0.47

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.27

Np Likeness Score: -0.63

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