(E)-3-(4-styryl-1H-indol-1-yl)propyl benzenesulfinate

ID: ALA3344402

PubChem CID: 118717761

Max Phase: Preclinical

Molecular Formula: C25H23NO2S

Molecular Weight: 401.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(OCCCn1ccc2c(/C=C/c3ccccc3)cccc21)c1ccccc1

Standard InChI:  InChI=1S/C25H23NO2S/c27-29(23-12-5-2-6-13-23)28-20-8-18-26-19-17-24-22(11-7-14-25(24)26)16-15-21-9-3-1-4-10-21/h1-7,9-17,19H,8,18,20H2/b16-15+

Standard InChI Key:  YUMFOVNZAQXMJR-FOCLMDBBSA-N

Molfile:  

     RDKit          2D

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    3.1593  -25.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6778  -24.9441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7809  -23.0492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0331  -22.2719    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324  -22.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3774  -22.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1760  -22.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289  -21.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8771  -21.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0806  -21.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861  -21.6648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 18  1  0
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 28 23  1  0
 22 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3344402

   ---

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: 401.53

Molecular Weight (Monoisotopic): 401.1449

AlogP: 5.94

#Rotatable Bonds: 8

Polar Surface Area: 31.23

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: -0.68

References

1. Ferla S, Gomaa MS, Brancale A, Zhu J, Ochalek JT, DeLuca HF, Simons C..  (2014)  Novel styryl-indoles as small molecule inhibitors of 25-hydroxyvitamin D-24-hydroxylase (CYP24A1): Synthesis and biological evaluation.,  87  [PMID:25240094] [10.1016/j.ejmech.2014.09.035]

2. Bruno, Robert D RD and Njar, Vincent C O VC.  2007-08-01  Targeting cytochrome P450 enzymes: a new approach in anti-cancer drug development.  [PMID:17544277]

3. Taban, Ismail M IM, Zhu, Jinge J, DeLuca, Hector F HF and Simons, Claire C.  2017-08-01  Synthesis, molecular modelling and CYP24A1 inhibitory activity of novel of (E)-N-(2-(1H-imidazol-1-yl)-2-(phenylethyl)-3/4-styrylbenzamides.  [PMID:28601511]

Source

Source(1):

• Scientific Literature