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

ID: ALA4790230

PubChem CID: 162669225

Max Phase: Preclinical

Molecular Formula: C18H15ClO3

Molecular Weight: 314.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(CCCc2cccc(Cl)c2)oc2cccc(O)c12

Standard InChI:  InChI=1S/C18H15ClO3/c19-13-6-1-4-12(10-13)5-2-7-14-11-16(21)18-15(20)8-3-9-17(18)22-14/h1,3-4,6,8-11,20H,2,5,7H2

Standard InChI Key:  ZOBZBDFNMFKIKJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.7226  -10.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214  -11.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295  -11.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277  -10.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363  -10.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351  -11.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452  -11.6583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5610  -11.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5622  -10.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476  -10.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476   -9.1907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -9.1993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2676  -11.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764  -11.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6830  -11.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3919  -11.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0956  -11.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8040  -11.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8067  -10.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952  -10.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3897  -10.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5103  -11.6755    0.0000 Cl  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:

   

   ALA4790230

   ---

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: 314.77

Molecular Weight (Monoisotopic): 314.0710

AlogP: 4.33

#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: 5.37

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: 0.44

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