9-(Phenylsulfonyl)-4,5,6,9-tetrahydropyrrolo[2',3':3,4]-cyclohepta[1,2-d][1,2]oxazole

ID: ALA4764928

PubChem CID: 155815971

Max Phase: Preclinical

Molecular Formula: C16H14N2O3S

Molecular Weight: 314.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccccc1)n1ccc2c1-c1oncc1CCC2

Standard InChI:  InChI=1S/C16H14N2O3S/c19-22(20,14-7-2-1-3-8-14)18-10-9-12-5-4-6-13-11-17-21-16(13)15(12)18/h1-3,7-11H,4-6H2

Standard InChI Key:  UBMITFLIFVGOFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    6.6490   -8.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4414   -9.0593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2310   -8.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8068   -9.2152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -9.1249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6570   -9.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1413  -11.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374  -11.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5374  -11.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576  -10.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9714  -10.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7689  -10.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9952  -11.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7887  -11.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0528  -10.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4226   -9.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1607   -8.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8540   -9.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5728   -8.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5958   -7.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8941   -7.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1781   -7.8564    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
  5  6  2  0
 10  6  1  0
 11  4  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 11 12  1  0
 13  9  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 16  2  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764928

   ---

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: 314.37

Molecular Weight (Monoisotopic): 314.0725

AlogP: 2.87

#Rotatable Bonds: 2

Polar Surface Area: 65.10

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.19

References

1. Spanò V,Rocca R,Barreca M,Giallombardo D,Montalbano A,Carbone A,Raimondi MV,Gaudio E,Bortolozzi R,Bai R,Tassone P,Alcaro S,Hamel E,Viola G,Bertoni F,Barraja P.  (2020)  Pyrrolo[2',3':3,4]cyclohepta[1,2-d][1,2]oxazoles, a New Class of Antimitotic Agents Active against Multiple Malignant Cell Types.,  63  (20.0): [PMID:32986419] [10.1021/acs.jmedchem.0c01315]

Source

Source(1):

• Scientific Literature