HSD-016

ID: ALA4297286

Cas Number: 946396-92-5

PubChem CID: 16721125

Product Number: H648156, Order Now?

Max Phase: Phase

Molecular Formula: C21H21F7N2O3S

Molecular Weight: 514.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hsd-016 | HSD-016|946396-92-5|UNII-C4I13768E1|C4I13768E1|(2R)-1,1,1-trifluoro-2-[3-[(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl]sulfonylphenyl]propan-2-ol|(R)-1,1,1-Trifluoro-2-(3-(((R)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazin-1-yl)sulfonyl)phenyl)propan-2-ol|starbld0030802|SCHEMBL3213640|CHEMBL4297286|DTXSID20241559|ZWASRJHIEFYJGL-BFUOFWGJSA-N|DB12419|MS-29546|HY-122028|NS00073402|Q27275182|BENZENEMETHANOL, 3-(((2R)-4-(4-FLUORO-2-(TRIFLUOROMETHYL)PHENYL)-2Show More⌵

Canonical SMILES:  C[C@@H]1CN(c2ccc(F)cc2C(F)(F)F)CCN1S(=O)(=O)c1cccc([C@@](C)(O)C(F)(F)F)c1

Standard InChI:  InChI=1S/C21H21F7N2O3S/c1-13-12-29(18-7-6-15(22)11-17(18)20(23,24)25)8-9-30(13)34(32,33)16-5-3-4-14(10-16)19(2,31)21(26,27)28/h3-7,10-11,13,31H,8-9,12H2,1-2H3/t13-,19-/m1/s1

Standard InChI Key:  ZWASRJHIEFYJGL-BFUOFWGJSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  1  0  0  0  0  0999 V2000
    7.2076   -3.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8605   -4.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2858   -5.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0582   -5.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -4.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9801   -3.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1779   -4.3392    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230   -5.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1328   -3.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -4.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3757   -5.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -5.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -4.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9791   -5.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3639   -7.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1364   -7.4608    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0167   -8.4562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7892   -8.5013    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0242   -6.9047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 10 15  1  0
 15 16  1  1
 13 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 20 23  1  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  3 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 28 34  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4297286

   HSD-016

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 514.46

Molecular Weight (Monoisotopic): 514.1161

AlogP: 4.51

#Rotatable Bonds: 4

Polar Surface Area: 60.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.58

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.61

Np Likeness Score: -1.42

References

1. Unpublished dataset, 

2. Chuanxin Z, Shengzheng W, Lei D, Duoli X, Jin L, Fuzeng R, Aiping L, Ge Z..  (2020)  Progress in 11β-HSD1 inhibitors for the treatment of metabolic diseases: A comprehensive guide to their chemical structure diversity in drug development.,  191  [PMID:32088493] [10.1016/j.ejmech.2020.112134]

Source

Source(2):

• Scientific Literature
• Clinical Candidates