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Triphenylmethylphosphoniumbromide (TPMP)

ID: ALA298833

PubChem CID: 621706

Max Phase: Preclinical

Molecular Formula: C19H18BrP

Molecular Weight: 357.23

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: TPMP | Triphenylmethylphosphonium Bromide | SCHEMBL428964|CHEMBL298833|Bromo(methyl)triphenylphosphorane|bromo(methyl)-triphenylphosphorane|BKRKYEFQSANYGA-UHFFFAOYSA-N

Canonical SMILES:  CP(Br)(c1ccccc1)(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C19H18BrP/c1-21(20,17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19/h2-16H,1H3

Standard InChI Key:  BKRKYEFQSANYGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.6167   -8.7167    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -8.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -9.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7917   -8.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -7.8917    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -8.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -9.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -8.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -9.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3250   -9.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -7.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292  -10.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -9.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6750   -8.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -7.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917  -10.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -8.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0917   -8.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042  -11.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  1  1  0
  7  2  2  0
  8  2  1  0
  9  3  2  0
 10  3  1  0
 11  4  2  0
 12  4  1  0
 13 10  2  0
 14  7  1  0
 15  8  2  0
 16 11  1  0
 17 12  2  0
 18  9  1  0
 19 17  1  0
 20 15  1  0
 21 13  1  0
 19 16  2  0
 21 18  2  0
 20 14  2  0
M  END

Alternative Forms

Associated Targets(non-human)

CHRC5 cell line (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
chrnd Acetylcholine receptor protein delta chain (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 357.23Molecular Weight (Monoisotopic): 356.0329AlogP: 4.46#Rotatable Bonds: 3
Polar Surface Area: 0.00Molecular Species: HBA: HBD:
#RO5 Violations: HBA (Lipinski): HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 6.07CX LogD: 6.07
Aromatic Rings: 3Heavy Atoms: 21QED Weighted: 0.61Np Likeness Score: -0.06

References

1. Selassie CD, Hansch C, Khwaja TA..  (1990)  Structure-activity relationships of antineoplastic agents in multidrug resistance.,  33  (7): [PMID:2362268] [10.1021/jm00169a014]
2. Bolognesi ML, Bixel MG, Marucci G, Bartolini M, Krauss M, Angeli P, Antonello A, Rosini M, Tumiatti V, Hucho F, Melchiorre C..  (2002)  Structure-activity relationships of methoctramine-related polyamines as muscular nicotinic receptor noncompetitive antagonists. 3. Effect of inserting the tetraamine backbone into a macrocyclic structure.,  45  (15): [PMID:12109912] [10.1021/jm020835f]

Source