7-[(5-Mercapto-1,3,4-oxadiazol-2-yl)methoxy]-8-methyl-4-phenyl-2H-1-benzopyran-2-one

ID: ALA1241995

PubChem CID: 46933172

Max Phase: Preclinical

Molecular Formula: C19H14N2O4S

Molecular Weight: 366.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OCc2nnc(S)o2)ccc2c(-c3ccccc3)cc(=O)oc12

Standard InChI:  InChI=1S/C19H14N2O4S/c1-11-15(23-10-16-20-21-19(26)24-16)8-7-13-14(9-17(22)25-18(11)13)12-5-3-2-4-6-12/h2-9H,10H2,1H3,(H,21,26)

Standard InChI Key:  PWYFUUQNXYDEPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    7.5384   -7.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5489   -6.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383   -6.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1193   -6.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109   -7.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8194   -7.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -7.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6814   -7.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6898   -6.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4088   -6.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2489   -7.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8467   -5.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -4.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1466   -4.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8656   -3.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5741   -4.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657   -4.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3814   -8.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624   -7.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2518   -7.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804   -7.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328   -7.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4351   -8.6281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289   -8.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -8.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030   -7.9737    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  4 10  2  0
  5  7  2  0
  1 11  2  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
  3 12  1  0
  7 18  1  0
 19 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 21 25  1  0
 25 26  1  0
 20 22  1  0
  8 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1241995

   8-methyl-4-phenyl-7-[(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)methoxy]chromen-2-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: 366.40

Molecular Weight (Monoisotopic): 366.0674

AlogP: 4.02

#Rotatable Bonds: 4

Polar Surface Area: 78.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.55

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 2.33

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.84

References

1. Ismail MM, Rateb HS, Hussein MM..  (2010)  Synthesis and docking studies of novel benzopyran-2-ones with anticancer activity.,  45  (9): [PMID:20580139] [10.1016/j.ejmech.2010.05.050]

Source

Source(1):

• Scientific Literature