8-(2-chlorophenylsulfonyl)-2-(4-(trifluoromethoxy)phenyl)-2,8-diazaspiro[4.5]decan-1-one

ID: ALA5291436

Max Phase: Preclinical

Molecular Formula: C21H20ClF3N2O4S

Molecular Weight: 488.92

Names and Identifiers

Canonical SMILES:  O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1ccccc1Cl)CC2

Standard InChI:  InChI=1S/C21H20ClF3N2O4S/c22-17-3-1-2-4-18(17)32(29,30)26-12-9-20(10-13-26)11-14-27(19(20)28)15-5-7-16(8-6-15)31-21(23,24)25/h1-8H,9-14H2

Standard InChI Key:  BNJPPDSHPNSOGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    7.1533   -7.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673   -5.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8801   -6.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7040   -6.3148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0003   -5.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3596   -5.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1080   -4.9311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -4.2175    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986   -4.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6698   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582   -4.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403   -4.6355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385   -5.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -5.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -3.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2499   -2.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -1.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190   -2.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8193   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -3.3929    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3595   -6.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7745   -7.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2232   -8.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0494   -8.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4247   -7.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9738   -6.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4996   -9.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1248   -9.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5752  -10.5132    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2997   -9.8640    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7068  -10.5315    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  8  7  2  0
  9  8  2  0
  2 10  1  0
  2 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12  8  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 20 21  1  0
  4  1  1  0
  3 22  2  0
  1 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  1  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291436

   ---

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: 488.92

Molecular Weight (Monoisotopic): 488.0784

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 66.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.48

References

1. Kuhn B, Guba W, Hert J, Banner D, Bissantz C, Ceccarelli S, Haap W, Körner M, Kuglstatter A, Lerner C, Mattei P, Neidhart W, Pinard E, Rudolph MG, Schulz-Gasch T, Woltering T, Stahl M..  (2016)  A Real-World Perspective on Molecular Design.,  59  (9): [PMID:26878596] [10.1021/acs.jmedchem.5b01875]

Source

Source(1):

• Scientific Literature