(S,E)-2-{4-[2-Hydroxy-3-(phenylsulphanyl)propoxy]phenyl}-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

ID: ALA5283252

Max Phase: Preclinical

Molecular Formula: C25H24O6S

Molecular Weight: 452.53

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)O[C@H](c1ccc(OCC(O)CSc3ccccc3)cc1)CC2=O

Standard InChI:  InChI=1S/C25H24O6S/c1-29-19-11-21(27)25-22(28)13-23(31-24(25)12-19)16-7-9-18(10-8-16)30-14-17(26)15-32-20-5-3-2-4-6-20/h2-12,17,23,26-27H,13-15H2,1H3/t17?,23-/m0/s1

Standard InChI Key:  YGEGHDXDKLDKEG-VXLWULRPSA-N

Molfile:  

 
     RDKit          2D

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   -2.4962   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9239   -1.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239   -2.2655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7845    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990    1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280    1.4428    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990    2.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692    1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0692    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 11  2  0
  6 14  1  0
  4 15  1  6
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 25 27  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283252

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.53

Molecular Weight (Monoisotopic): 452.1294

AlogP: 4.64

#Rotatable Bonds: 8

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.69

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: 0.41

References

1. Ferreira RJ, Gajdács M, Kincses A, Spengler G, Dos Santos DJVA, Ferreira MU..  (2020)  Nitrogen-containing naringenin derivatives for reversing multidrug resistance in cancer.,  28  (23.0): [PMID:33038666] [10.1016/j.bmc.2020.115798]

Source

Source(1):

• Scientific Literature