1-[5-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)-1,3,4,6-tetrahydropyrrolo[3,4-c]pyrrol-2-yl]-3-hydroxy-2-phenyl-propan-1-one

ID: ALA5094749

PubChem CID: 138607563

Max Phase: Preclinical

Molecular Formula: C23H24N2O6S

Molecular Weight: 456.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C(CO)c1ccccc1)N1CC2=C(C1)CN(S(=O)(=O)c1ccc3c(c1)OCCO3)C2

Standard InChI:  InChI=1S/C23H24N2O6S/c26-15-20(16-4-2-1-3-5-16)23(27)24-11-17-13-25(14-18(17)12-24)32(28,29)19-6-7-21-22(10-19)31-9-8-30-21/h1-7,10,20,26H,8-9,11-15H2

Standard InChI Key:  VDBOYNCDOOAEQC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -3.5943   -0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943   -0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8810   -1.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -0.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -0.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8828    0.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -1.2518    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.8395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076   -1.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3655   -0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517    0.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986    0.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    0.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803    0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    0.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233    0.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0218    1.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073    2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    1.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -2.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -1.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088    0.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945   -0.8081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 10 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 22 21  1  0
 22 23  2  0
 23 24  1  0
 24 19  2  0
 18 25  1  0
  7 26  2  0
  7 27  2  0
  2 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 31  1  0
 25 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094749

   ---

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: 456.52

Molecular Weight (Monoisotopic): 456.1355

AlogP: 1.38

#Rotatable Bonds: 5

Polar Surface Area: 96.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.37

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.68

Np Likeness Score: -0.77

References

1.  (2020)  Inhibiting ubiquitin specific peptidase 9x, 

Source

Source(1):

• Patent Bioactivity Data