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

ID: ALA4763861

PubChem CID: 162660908

Max Phase: Preclinical

Molecular Formula: C19H18O3

Molecular Weight: 294.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(CCCc2cc(=O)c3c(O)cccc3o2)c1

Standard InChI:  InChI=1S/C19H18O3/c1-13-5-2-6-14(11-13)7-3-8-15-12-17(21)19-16(20)9-4-10-18(19)22-15/h2,4-6,9-12,20H,3,7-8H2,1H3

Standard InChI Key:  VWUGVHZBVPDCAO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.1491   -3.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1480   -4.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8560   -5.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8543   -3.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5629   -3.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5617   -4.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2718   -5.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9876   -4.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9888   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742   -2.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8518   -2.6081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6942   -5.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4030   -4.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1096   -5.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8184   -4.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5222   -5.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2306   -4.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2333   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5218   -3.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8163   -3.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9369   -5.0843    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
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763861

   ---

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: 0.64

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