US9150544, 57

ID: ALA3984413

PubChem CID: 71626276

Max Phase: Preclinical

Molecular Formula: C24H25F3N6O6S2

Molecular Weight: 614.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](Cc1cc2ccnc(N)c2cc1OC(F)(F)F)N1CC[C@H](NS(=O)(=O)c2cnc(N3CCC3)s2)C1=O

Standard InChI:  InChI=1S/C24H25F3N6O6S2/c1-38-22(35)17(10-14-9-13-3-5-29-20(28)15(13)11-18(14)39-24(25,26)27)33-8-4-16(21(33)34)31-41(36,37)19-12-30-23(40-19)32-6-2-7-32/h3,5,9,11-12,16-17,31H,2,4,6-8,10H2,1H3,(H2,28,29)/t16-,17+/m0/s1

Standard InChI Key:  KZEPWUVKJXTJRL-DLBZAZTESA-N

Molfile:  

     RDKit          2D

 41 45  0  0  1  0  0  0  0  0999 V2000
    2.5866    2.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912    1.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    0.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305    1.3590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    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
    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
    0.0000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    3.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373    0.9000    0.0000 N   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
   -0.0031   -3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064   -4.9494    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -3.1476    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3443   -4.3474    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -2.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -3.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5554   -1.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0458   -1.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9262   -3.0488    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4362   -4.1442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7326   -3.1723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4191   -2.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3987   -4.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7703   -3.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6165   -1.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1500   -1.5998    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7339   -0.9128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1933   -0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1512    0.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6518    0.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5517   -0.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7942    0.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  6
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15  9  1  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  5 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 27 28  1  0
 28 29  2  0
 28 30  2  0
 28 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 36  1  0
 26 40  1  0
 40 23  1  0
 40 41  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984413

   methyl (2R)-3-[1-amino-7-(trifluoromethoxy)isoquinolin-6-yl]-2-[(3S)-3-[[2-(azetidin-1-yl)-1,3-thiazol-5-yl]sulfonylamino]-2-oxopyrrolidin-1-yl]propanoate

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: 614.63

Molecular Weight (Monoisotopic): 614.1229

AlogP: 2.05

#Rotatable Bonds: 9

Polar Surface Area: 157.05

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.71

CX Basic pKa: 7.02

CX LogP: 2.23

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.34

Np Likeness Score: -0.89

References

1.  (2015)  Sulphonylaminopyrrolidinone derivatives, their preparation and their therapeutic application, 

Source

Source(1):

• BindingDB Database