(E)-2,4-bis(4-bromophenyl)-6-(4-(diethylamino)styryl)pyrylium boron tetrafluoride salt

ID: ALA4561349

PubChem CID: 155543551

Max Phase: Preclinical

Molecular Formula: C29H26BBr2F4NO

Molecular Weight: 564.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/C=C/c2cc(-c3ccc(Br)cc3)cc(-c3ccc(Br)cc3)[o+]2)cc1.F[B-](F)(F)F

Standard InChI:  InChI=1S/C29H26Br2NO.BF4/c1-3-32(4-2)27-16-5-21(6-17-27)7-18-28-19-24(22-8-12-25(30)13-9-22)20-29(33-28)23-10-14-26(31)15-11-23;2-1(3,4)5/h5-20H,3-4H2,1-2H3;/q+1;-1/b18-7+;

Standard InChI Key:  RSDDUBGFOGHDGQ-CWSPIBBISA-N

Molfile:  

     RDKit          2D

 38 40  0  0  0  0  0  0  0  0999 V2000
    7.5639   -4.0637    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    8.2716   -3.6551    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8562   -3.6551    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5639   -4.8809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5598   -3.2465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9513   -4.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -5.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582   -5.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678   -5.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650   -4.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6564   -4.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0762   -5.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7832   -5.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4916   -5.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4882   -6.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1958   -6.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9038   -6.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8999   -5.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1918   -5.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539   -3.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3592   -2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3571   -2.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6477   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389   -2.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9444   -2.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -5.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363   -5.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288   -5.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8277   -6.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -6.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2447   -6.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6127   -6.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6151   -7.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3239   -8.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3192   -6.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0281   -6.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -6.9459    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.6441   -0.8203    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  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
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  7 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 17 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  1  0
 35 36  1  0
 29 37  1  0
 23 38  1  0
M  CHG  2   1  -1   8   1
M  END

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: 564.34

Molecular Weight (Monoisotopic): 562.0376

AlogP: 9.44

#Rotatable Bonds: 7

Polar Surface Area: 14.54

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.52

CX LogP: 10.27

CX LogD: 10.27

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: -0.40

References

1. Chauhan J, Kwasny SM, Fletcher S, Opperman TJ, de Leeuw EPH..  (2019)  Optimization of a small-molecule Lipid II binder.,  29  (14): [PMID:31126852] [10.1016/j.bmcl.2019.04.046]

Source

Source(1):

• Scientific Literature