5-hydroxy-2-[3-(p-tolyl)propyl]chromen-4-one

ID: ALA4741776

PubChem CID: 162647275

Max Phase: Preclinical

Molecular Formula: C19H18O3

Molecular Weight: 294.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CCCc2cc(=O)c3c(O)cccc3o2)cc1

Standard InChI:  InChI=1S/C19H18O3/c1-13-8-10-14(11-9-13)4-2-5-15-12-17(21)19-16(20)6-3-7-18(19)22-15/h3,6-12,20H,2,4-5H2,1H3

Standard InChI Key:  GTOWNCYJAZBDEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.2098  -16.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2087  -17.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9167  -18.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9150  -16.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6236  -16.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6224  -17.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3325  -18.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0483  -17.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0495  -16.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3349  -16.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3349  -15.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9125  -15.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7549  -18.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4637  -17.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1703  -18.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8791  -17.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5829  -18.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2913  -17.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2940  -16.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5825  -16.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8770  -16.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0023  -16.4898    0.0000 C   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  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741776

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 294.35

Molecular Weight (Monoisotopic): 294.1256

AlogP: 3.98

#Rotatable Bonds: 4

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 5.28

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 0.67

References

1. Kim M,Truss M,Pagare PP,Essandoh MA,Zhang Y,Williams DA.  (2020)  Structure activity relationship exploration of 5-hydroxy-2-(3-phenylpropyl)chromones as a unique 5-HT receptor antagonist scaffold.,  30  (21.0): [PMID:32853682] [10.1016/j.bmcl.2020.127511]

Source

Source(1):

• Scientific Literature