5,7-dihydroxy-3-(thiophen-3-yl)-2H-chromen-2-one

ID: ALA4086260

PubChem CID: 132961456

Max Phase: Preclinical

Molecular Formula: C13H8O4S

Molecular Weight: 260.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2cc(O)cc(O)c2cc1-c1ccsc1

Standard InChI:  InChI=1S/C13H8O4S/c14-8-3-11(15)10-5-9(7-1-2-18-6-7)13(16)17-12(10)4-8/h1-6,14-15H

Standard InChI Key:  JVOVELGNMRAGPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   15.9158   -4.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6249   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3340   -4.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6249   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9158   -2.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2109   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5018   -2.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7927   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7927   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5018   -4.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2109   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3340   -2.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0877   -4.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5018   -2.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0774   -3.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6255   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2169   -1.8379    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.4163   -2.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  1 11  1  0
  6 11  2  0
  4 12  1  0
  9 13  1  0
  7 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086260

   ---

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: 260.27

Molecular Weight (Monoisotopic): 260.0143

AlogP: 2.93

#Rotatable Bonds: 1

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.20

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -0.24

References

1. Pintus F, Matos MJ, Vilar S, Hripcsak G, Varela C, Uriarte E, Santana L, Borges F, Medda R, Di Petrillo A, Era B, Fais A..  (2017)  New insights into highly potent tyrosinase inhibitors based on 3-heteroarylcoumarins: Anti-melanogenesis and antioxidant activities, and computational molecular modeling studies.,  25  (5): [PMID:28189394] [10.1016/j.bmc.2017.01.037]

Source

Source(1):

• Scientific Literature