6-(3-(pyrrolidin-1-yl)propoxy)-4H-chromen-4-one

ID: ALA4765152

PubChem CID: 141317755

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ccoc2ccc(OCCCN3CCCC3)cc12

Standard InChI:  InChI=1S/C16H19NO3/c18-15-6-11-20-16-5-4-13(12-14(15)16)19-10-3-9-17-7-1-2-8-17/h4-6,11-12H,1-3,7-10H2

Standard InChI Key:  WVJXTLVADQMHNY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   13.6557   -0.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6546   -1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3693   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3675   -0.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0829   -0.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0817   -1.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7985   -2.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5211   -1.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5223   -0.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8010   -0.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7928   -2.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9364   -2.1248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2222   -1.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5076   -2.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7934   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0788   -2.1238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3262   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7740   -2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1863   -3.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9932   -2.9433    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
  7 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765152

   ---

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: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 2.66

#Rotatable Bonds: 5

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: 8.61

CX LogP: 2.00

CX LogD: 0.76

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.59

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