(S)-N-(4-Fluorobutyl)-5-{1-[2-(2,2,2-trifluoroethoxymethyl)pyrrolidinyl]sulfonyl}isatin

ID: ALA2348861

PubChem CID: 71583194

Max Phase: Preclinical

Molecular Formula: C19H22F4N2O5S

Molecular Weight: 466.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(=O)N(CCCCF)c2ccc(S(=O)(=O)N3CCC[C@H]3COCC(F)(F)F)cc21

Standard InChI:  InChI=1S/C19H22F4N2O5S/c20-7-1-2-8-24-16-6-5-14(10-15(16)17(26)18(24)27)31(28,29)25-9-3-4-13(25)11-30-12-19(21,22)23/h5-6,10,13H,1-4,7-9,11-12H2/t13-/m0/s1

Standard InChI Key:  HOUWXSCEZSJNPK-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

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   17.5364  -12.0284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8365  -13.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8353  -13.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5416  -12.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2502  -13.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2505  -13.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0280  -14.2181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2794  -16.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0213  -15.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3102  -15.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3035  -16.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5925  -16.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5858  -17.4752    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5628  -16.8033    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9779  -16.8347    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.2737  -17.2271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 19 20  1  6
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M  END

Alternative Forms

1. Parent:

   

   ALA2348861

   1-(4-fluorobutyl)-5-[(2S)-2-(2,2,2-trifluoroethoxymethyl)pyrrolidin-1-yl]sulfonylindole-2,3-dione

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: 466.45

Molecular Weight (Monoisotopic): 466.1186

AlogP: 2.70

#Rotatable Bonds: 9

Polar Surface Area: 83.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.02

CX LogD: 2.02

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: -1.42

References

1. Limpachayaporn P, Schäfers M, Schober O, Kopka K, Haufe G..  (2013)  Synthesis of new fluorinated, 2-substituted 5-pyrrolidinylsulfonyl isatin derivatives as caspase-3 and caspase-7 inhibitors: nonradioactive counterparts of putative PET-compatible apoptosis imaging agents.,  21  (7): [PMID:23411396] [10.1016/j.bmc.2013.01.011]

Source

Source(1):

• Scientific Literature