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

ID: ALA4760964

PubChem CID: 162660079

Max Phase: Preclinical

Molecular Formula: C17H22N2O3

Molecular Weight: 302.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCOc2ccc3occc(=O)c3c2)CC1

Standard InChI:  InChI=1S/C17H22N2O3/c1-18-7-9-19(10-8-18)6-2-11-21-14-3-4-17-15(13-14)16(20)5-12-22-17/h3-5,12-13H,2,6-11H2,1H3

Standard InChI Key:  GEOHNFXJNSSCCM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.7564  -12.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7552  -12.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4696  -13.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4678  -11.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1827  -12.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1815  -12.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8980  -13.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6203  -12.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6214  -12.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9004  -11.7340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8922  -14.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0374  -13.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3235  -12.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6093  -13.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8954  -12.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1813  -13.3951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4707  -12.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7587  -13.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7541  -14.2150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4678  -14.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1861  -14.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0384  -14.6243    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
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760964

   ---

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: 302.37

Molecular Weight (Monoisotopic): 302.1630

AlogP: 1.81

#Rotatable Bonds: 5

Polar Surface Area: 45.92

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 1.44

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -0.67

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