5-hydroxy-2-(3-(3-cyanophenyl)propyl)chromone

ID: ALA4796102

PubChem CID: 162674022

Max Phase: Preclinical

Molecular Formula: C19H15NO3

Molecular Weight: 305.33

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H15NO3/c20-12-14-6-1-4-13(10-14)5-2-7-15-11-17(22)19-16(21)8-3-9-18(19)23-15/h1,3-4,6,8-11,21H,2,5,7H2

Standard InChI Key:  HRMVWCMITUAMCV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.2965  -10.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2954  -11.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0034  -11.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0016   -9.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7102  -10.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7091  -11.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4192  -11.5964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1350  -11.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1362  -10.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4215   -9.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4216   -9.1288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9992   -9.1374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8415  -11.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5504  -11.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2570  -11.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9658  -11.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6696  -11.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3779  -11.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3807  -10.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6692   -9.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9637  -10.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0843  -11.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7909  -12.0294    0.0000 N   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
 22 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796102

   ---

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: 305.33

Molecular Weight (Monoisotopic): 305.1052

AlogP: 3.55

#Rotatable Bonds: 4

Polar Surface Area: 74.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.35

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 0.29

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