1-(4-Bromophenyl)-3-(furan-2-yl)-3-(phenylthio)propan-1-one

ID: ALA2234339

PubChem CID: 76333270

Max Phase: Preclinical

Molecular Formula: C19H15BrO2S

Molecular Weight: 387.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(Sc1ccccc1)c1ccco1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C19H15BrO2S/c20-15-10-8-14(9-11-15)17(21)13-19(18-7-4-12-22-18)23-16-5-2-1-3-6-16/h1-12,19H,13H2

Standard InChI Key:  SCRAQOYXJFJAGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.8259  -14.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5401  -15.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2558  -14.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271  -14.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570  -14.0214    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726  -13.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6869  -14.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4025  -13.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037  -12.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894  -12.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9738  -12.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102  -15.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3958  -14.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6803  -15.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790  -16.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934  -16.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089  -16.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7255  -14.9237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701  -15.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0579  -16.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632  -16.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795  -15.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0385  -16.4951    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5  6  1  0
  3  5  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
  1 12  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 18 22  1  0
  3 19  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2234339

   1-(4-Bromophenyl)-3-(furan-2-yl)-3-(phenylthio)propan-1-one

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: 387.30

Molecular Weight (Monoisotopic): 385.9976

AlogP: 6.15

#Rotatable Bonds: 6

Polar Surface Area: 30.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -1.00

References

1. Ceylan M, Gurdere MB, Karaman I, Gezegen H.  (2011)  The synthesis and screening of the antimicrobial activity of some novel 3-(furan-2-yl)-1-(aryl)-3-(phenylthio) propan-1-one derivatives,  20  (1): [10.1007/s00044-009-9279-4]

Source

Source(1):

• Scientific Literature