Triethyl-(2,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-3-ylmethyl)-ammonium

ID: ALA539871

PubChem CID: 10595782

Max Phase: Preclinical

Molecular Formula: C21H28ClNO3

Molecular Weight: 342.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+](CC)(CC)Cc1c(C)oc2c(C)c3oc(=O)cc(C)c3cc12.[Cl-]

Standard InChI:  InChI=1S/C21H28NO3.ClH/c1-7-22(8-2,9-3)12-18-15(6)24-21-14(5)20-16(11-17(18)21)13(4)10-19(23)25-20;/h10-11H,7-9,12H2,1-6H3;1H/q+1;/p-1

Standard InChI Key:  MMXITINVDYBCKZ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    7.0417   -4.5250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -6.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -7.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -6.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -7.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625   -6.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -6.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9792   -6.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9792   -7.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -7.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000   -6.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -5.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -5.3250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250   -7.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -8.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -6.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9792   -5.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542   -5.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -4.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -4.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  2  1  0
  5  8  2  0
  6  9  1  0
  7  3  2  0
  8 12  1  0
  9  2  2  0
 10  8  1  0
 11  5  1  0
 12  4  2  0
 13 14  1  0
 14 10  2  0
 15  2  1  0
 16 15  1  0
 17 13  2  0
 18  7  1  0
 19  9  1  0
 20 10  1  0
 21 16  1  0
 22 16  1  0
 23 16  1  0
 24 23  1  0
 25 22  1  0
 26 21  1  0
  6  3  1  0
  7  5  1  0
 11 13  1  0
M  CHG  2   1  -1  16   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.46

Molecular Weight (Monoisotopic): 342.2064

AlogP: 4.84

#Rotatable Bonds: 5

Polar Surface Area: 43.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.20

CX LogD: -0.20

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: 0.03

References

1. Wulff H, Rauer H, Düring T, Hanselmann C, Ruff K, Wrisch A, Grissmer S, Hänsel W..  (1998)  Alkoxypsoralens, novel nonpeptide blockers of Shaker-type K+ channels: synthesis and photoreactivity.,  41  (23): [PMID:9804693] [10.1021/jm981032o]

Source

Source(1):

• Scientific Literature