1-{4-[3-Fluoro-4-((3S,6R)-3-methyl-1,1-dioxo-6-phenyl-1lambda'6-[1,2]thiazinan-2-ylmethyl)-phenyl]-piperazin-1-yl}-ethanone

ID: ALA4579711

PubChem CID: 122379290

Product Number: G610613, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H30FN3O3S

Molecular Weight: 459.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCN(c2ccc(CN3[C@@H](C)CC[C@H](c4ccccc4)S3(=O)=O)c(F)c2)CC1

Standard InChI:  InChI=1S/C24H30FN3O3S/c1-18-8-11-24(20-6-4-3-5-7-20)32(30,31)28(18)17-21-9-10-22(16-23(21)25)27-14-12-26(13-15-27)19(2)29/h3-7,9-10,16,18,24H,8,11-15,17H2,1-2H3/t18-,24+/m0/s1

Standard InChI Key:  WLCIIQPUMOJJOF-MHECFPHRSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    8.1083   -1.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5250   -2.1708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9373   -1.4516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9610   -2.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -3.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -3.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3912   -3.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3883   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6729   -2.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1012   -2.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8173   -2.5868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8177   -3.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5296   -3.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2450   -3.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2439   -2.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1036   -3.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2451   -3.8351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5324   -3.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -4.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288   -5.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2477   -4.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985   -5.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859   -4.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947   -5.8894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705   -1.3581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9580   -2.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6711   -2.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3846   -2.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3844   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6646   -0.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9539   -1.3510    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  2  0
  5  6  1  0
  6  7  2  0
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  9  4  1  0
  8 10  1  0
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 11  2  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15  2  1  0
 12 16  1  6
  5 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
  9 26  1  0
 15 27  1  1
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579711

   GNE-3500

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: 459.59

Molecular Weight (Monoisotopic): 459.1992

AlogP: 3.55

#Rotatable Bonds: 4

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.32

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.70

Np Likeness Score: -1.16

References

1. René O, Fauber BP, Barnard A, Chapman K, Deng Y, Eidenschenk C, Everett C, Gobbi A, Johnson AR, La H, Norman M, Salmon G, Summerhill S, Wong H..  (2016)  Discovery of oxa-sultams as RORc inverse agonists showing reduced lipophilicity, improved selectivity and favorable ADME properties.,  26  (18): [PMID:27524313] [10.1016/j.bmcl.2016.07.081]

Source

Source(1):

• Scientific Literature