3-bis(pyridin-2-ylmethyl)aminomethyl-5-hydroxybenzyltriphenylphosphonium bromide

ID: ALA4776150

PubChem CID: 162643419

Max Phase: Preclinical

Molecular Formula: C38H35BrN3OP

Molecular Weight: 580.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(CN(Cc2ccccn2)Cc2ccccn2)cc(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)c1.[Br-]

Standard InChI:  InChI=1S/C38H34N3OP.BrH/c42-35-25-31(27-41(28-33-14-10-12-22-39-33)29-34-15-11-13-23-40-34)24-32(26-35)30-43(36-16-4-1-5-17-36,37-18-6-2-7-19-37)38-20-8-3-9-21-38;/h1-26H,27-30H2;1H

Standard InChI Key:  SZUOFKSSDPTYTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
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    6.0420   -6.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7558   -5.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7529   -5.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0402   -4.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418   -7.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4632   -4.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4602   -3.8320    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705   -3.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7468   -3.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0398   -4.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8679   -2.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1610   -2.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7452   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327   -2.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0403   -3.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6232   -4.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9114   -5.0685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995   -4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1993   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116   -5.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1999   -6.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133   -3.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2009   -2.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4902   -3.4311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894   -5.8864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -6.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7779   -7.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948   -7.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2032   -7.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  4  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 11  1  0
 12 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 12  1  0
  2 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 32 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 32  1  0
 34 40  2  0
 40 41  1  0
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 42 43  1  0
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 44 34  1  0
M  CHG  2   1  -1  10   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: 580.69

Molecular Weight (Monoisotopic): 580.2512

AlogP: 6.88

#Rotatable Bonds: 11

Polar Surface Area: 49.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.23

CX Basic pKa: 6.08

CX LogP: 7.17

CX LogD: 7.14

Aromatic Rings: 6

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -0.45

References

1. Zhu Z,Yang T,Zhang L,Liu L,Yin E,Zhang C,Guo Z,Xu C,Wang X.  (2019)  Inhibiting Aβ toxicity in Alzheimer's disease by a pyridine amine derivative.,  168  [PMID:30826509] [10.1016/j.ejmech.2019.02.052]

Source

Source(1):

• Scientific Literature