2,6-Di-tert-butyl-4-[(E)-2-(4-dimethylamino-phenyl)-vinyl]-pyranylium perchlorate

ID: ALA4098548

PubChem CID: 5351098

Max Phase: Preclinical

Molecular Formula: C23H32ClNO5

Molecular Weight: 338.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=C/c2cc(C(C)(C)C)[o+]c(C(C)(C)C)c2)cc1.[O-][Cl+3]([O-])([O-])[O-]

Standard InChI:  InChI=1S/C23H32NO.ClHO4/c1-22(2,3)20-15-18(16-21(25-20)23(4,5)6)10-9-17-11-13-19(14-12-17)24(7)8;2-1(3,4)5/h9-16H,1-8H3;(H,2,3,4,5)/q+1;/p-1/b10-9+;

Standard InChI Key:  VMHHIKFQHFTOTC-RRABGKBLSA-M

Molfile:  

     RDKit          2D

 30 30  0  0  0  0  0  0  0  0999 V2000
   19.5741  -10.7280    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.2518  -11.1986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6428   -9.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8278  -11.0795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8993  -10.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1650  -11.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1639  -12.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8786  -12.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5951  -12.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5922  -11.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8768  -10.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8744  -10.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5876   -9.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1587   -9.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8664   -9.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3102  -12.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0240  -12.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7391  -12.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7357  -13.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4500  -13.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1648  -13.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1608  -12.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4460  -12.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8804  -13.8381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8828  -14.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5938  -13.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4490  -12.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7349  -12.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4484  -13.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7289  -13.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  2  0
  1  5  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
  7 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  CHG  2   2  -1   6   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: 338.52

Molecular Weight (Monoisotopic): 338.2478

AlogP: 6.39

#Rotatable Bonds: 3

Polar Surface Area: 14.54

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.80

CX LogP: 7.89

CX LogD: 7.89

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -0.09

References

1. Wu S, Wang Y, Liu N, Dong G, Sheng C..  (2017)  Tackling Fungal Resistance by Biofilm Inhibitors.,  60  (6): [PMID:28051303] [10.1021/acs.jmedchem.6b01203]

2. Liu N, Tu J, Dong G, Wang Y, Sheng C..  (2018)  Emerging New Targets for the Treatment of Resistant Fungal Infections.,  61  (13): [PMID:29294275] [10.1021/acs.jmedchem.7b01413]

Source

Source(1):

• Scientific Literature