(2S)-1,1,1-Trifluoro-2-(4-((2S)-2-(((3S)-3-methyl-4-morpholinyl)-methyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol

ID: ALA3127352

PubChem CID: 66582921

Max Phase: Preclinical

Molecular Formula: C23H30F3N3O4S2

Molecular Weight: 533.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1COCCN1C[C@H]1CN(S(=O)(=O)c2cccs2)CCN1c1ccc([C@](C)(O)C(F)(F)F)cc1

Standard InChI:  InChI=1S/C23H30F3N3O4S2/c1-17-16-33-12-11-27(17)14-20-15-28(35(31,32)21-4-3-13-34-21)9-10-29(20)19-7-5-18(6-8-19)22(2,30)23(24,25)26/h3-8,13,17,20,30H,9-12,14-16H2,1-2H3/t17-,20-,22-/m0/s1

Standard InChI Key:  OJTJLEFGCNYTBQ-XJABCFGWSA-N

Molfile:  

     RDKit          2D

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    3.7999   -3.3691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -3.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1257   -6.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2705   -5.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8601   -6.3083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396   -6.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0445   -7.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
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  8 10  1  0
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 16 18  1  6
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  5  1  1  0
  1 23  1  0
 23 24  2  0
 24 25  1  0
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 27 23  1  0
  7 28  1  1
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 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 29  1  0
 34 35  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3127352

   CID 66582921

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 533.64

Molecular Weight (Monoisotopic): 533.1630

AlogP: 3.12

#Rotatable Bonds: 6

Polar Surface Area: 73.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.86

CX Basic pKa: 6.35

CX LogP: 3.52

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.62

Np Likeness Score: -1.50

References

1. Ashton KS, Andrews KL, Bryan MC, Chen J, Chen K, Chen M, Chmait S, Croghan M, Cupples R, Fotsch C, Helmering J, Jordan SR, Kurzeja RJ, Michelsen K, Pennington LD, Poon SF, Sivits G, Van G, Vonderfecht SL, Wahl RC, Zhang J, Lloyd DJ, Hale C, St Jean DJ..  (2014)  Small molecule disruptors of the glucokinase-glucokinase regulatory protein interaction: 1. Discovery of a novel tool compound for in vivo proof-of-concept.,  57  (2): [PMID:24405172] [10.1021/jm4016735]

Source

Source(1):

• Scientific Literature