6-(5-(diethylamino)pentyloxy)-4H-chromen-4-one

ID: ALA4765193

PubChem CID: 162661719

Max Phase: Preclinical

Molecular Formula: C18H25NO3

Molecular Weight: 303.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCCCOc1ccc2occc(=O)c2c1

Standard InChI:  InChI=1S/C18H25NO3/c1-3-19(4-2)11-6-5-7-12-21-15-8-9-18-16(14-15)17(20)10-13-22-18/h8-10,13-14H,3-7,11-12H2,1-2H3

Standard InChI Key:  BHVOBAHKJCQZNC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   10.1585  -17.5277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1649  -16.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1637  -17.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8785  -17.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8767  -15.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5921  -16.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5909  -17.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3077  -17.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0305  -17.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0317  -16.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3102  -15.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3020  -18.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4455  -17.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7312  -17.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0166  -17.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3023  -17.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5877  -17.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8734  -17.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4431  -17.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7304  -17.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4408  -18.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1598  -18.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  2  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  1  1  0
  1 19  1  0
  1 22  1  0
 19 20  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765193

   ---

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: 303.40

Molecular Weight (Monoisotopic): 303.1834

AlogP: 3.68

#Rotatable Bonds: 9

Polar Surface Area: 42.68

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.33

CX LogP: 3.27

CX LogD: 0.44

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.41

References

1. Deuther-Conrad, Winnie, Diez-Iriepa, Daniel, Iriepa, Isabel, Lopez-Munoz, Francisco, Martinez-Grau, Maria Angeles, Gutschow, Michael, Marco-Contelles, Jose.  (2021)  Studies on the affinity of 6-[(n-(cyclo)aminoalkyl)oxy]-4H-chromen-4-ones for sigma 1/2 receptors,  12  (6.0): [PMID:34223165] [10.1039/d1md00105a]

Source

Source(1):

• Scientific Literature