2,4-bis(4-bromophenyl)-6-(4-(piperidin-1-yl)styryl)pyrylium tetrafluoroborate

ID: ALA4536307

PubChem CID: 155548632

Max Phase: Preclinical

Molecular Formula: C30H26BBr2F4NO

Molecular Weight: 576.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1ccc(-c2cc(/C=C/c3ccc(N4CCCCC4)cc3)[o+]c(-c3ccc(Br)cc3)c2)cc1.F[B-](F)(F)F

Standard InChI:  InChI=1S/C30H26Br2NO.BF4/c31-26-11-7-23(8-12-26)25-20-29(34-30(21-25)24-9-13-27(32)14-10-24)17-6-22-4-15-28(16-5-22)33-18-2-1-3-19-33;2-1(3,4)5/h4-17,20-21H,1-3,18-19H2;/q+1;-1/b17-6+;

Standard InChI Key:  OOKUOFYZBIEFTM-ZDEOBDHWSA-N

Molfile:  

     RDKit          2D

 39 42  0  0  0  0  0  0  0  0999 V2000
   20.7568   -4.0976    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   21.4645   -3.6890    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.0491   -3.6890    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7568   -4.9148    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7527   -3.2804    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1955   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1944   -5.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9024   -5.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6121   -5.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6093   -4.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9006   -4.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3204   -5.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0275   -5.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7359   -5.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7325   -6.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4400   -6.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1481   -6.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1442   -5.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4361   -5.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8982   -3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6035   -2.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6014   -2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8920   -1.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1831   -2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1887   -2.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4864   -5.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7806   -5.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730   -5.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0719   -6.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7843   -6.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4889   -6.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8570   -6.9676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3645   -6.9748    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.8884   -0.8492    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   23.8556   -7.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5605   -8.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2694   -7.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2690   -6.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5596   -6.5550    0.0000 C   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
 29 33  1  0
 23 34  1  0
 32 35  1  0
 32 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  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: 576.35

Molecular Weight (Monoisotopic): 574.0376

AlogP: 9.58

#Rotatable Bonds: 5

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: 5.23

CX LogP: 10.31

CX LogD: 10.31

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.41

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