2-(5-hydroxy-1H-indol-3-yl)-6,8-dimethylthiochroman-4-one

ID: ALA3357408

PubChem CID: 118722177

Max Phase: Preclinical

Molecular Formula: C19H17NO2S

Molecular Weight: 323.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(c1)C(=O)CC(c1c[nH]c3ccc(O)cc13)S2

Standard InChI:  InChI=1S/C19H17NO2S/c1-10-5-11(2)19-14(6-10)17(22)8-18(23-19)15-9-20-16-4-3-12(21)7-13(15)16/h3-7,9,18,20-21H,8H2,1-2H3

Standard InChI Key:  PCPNAHCUGCNBHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   34.4114  -15.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4103  -16.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1183  -16.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1165  -14.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8251  -15.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8240  -16.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5341  -16.4459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.2499  -16.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2511  -15.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5364  -14.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9564  -16.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0349  -17.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8338  -17.4300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6992  -16.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2424  -16.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0388  -16.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2930  -15.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7448  -15.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9505  -15.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5365  -13.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7036  -14.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1180  -17.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9965  -14.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 15  1  0
 14 11  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 10 20  2  0
  1 21  1  0
  3 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3357408

   ---

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: 323.42

Molecular Weight (Monoisotopic): 323.0980

AlogP: 4.91

#Rotatable Bonds: 1

Polar Surface Area: 53.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: 0.25

References

1. Song YL, Wu F, Zhang CC, Liang GC, Zhou G, Yu JJ..  (2015)  Ionic liquid catalyzed synthesis of 2-(indole-3-yl)-thiochroman-4-ones and their novel antifungal activities.,  25  (2): [PMID:25499881] [10.1016/j.bmcl.2014.11.056]

Source

Source(1):

• Scientific Literature