4-Phenyl-pyridine

ID: ALA109074

Cas Number: 939-23-1

PubChem CID: 13651

Product Number: P117997, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H9N

Molecular Weight: 155.20

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-Phenyl-Pyridine | 4-Phenylpyridine | 4-PHENYLPYRIDINE|939-23-1|Pyridine, 4-phenyl-|p-Phenylpyridine|4-Phenyl-pyridine|Pyridine, phenyl-|MFCD00006420|4-Aza-1,1'-biphenyl|452KD9YCG7|CHEMBL109074|NSC-70375|NSC-77935|52642-16-7|EINECS 213-357-4|NSC 70375|NSC 77935|BRN 0110490|UNII-452KD9YCG7|phenyl-pyridine|4-Phenylpyridin|?-Phenylpyridine|4-Pyridylbenzene|4-Phenylpyridine, 97%|5-20-07-00549 (Beilstein Handbook Reference)|MLS002206281|SCHEMBL124353|DTXSID5022140|SCHEMBL19003057|CHEBI:173662|HMS226Show More⌵

Canonical SMILES:  c1ccc(-c2ccncc2)cc1

Standard InChI:  InChI=1S/C11H9N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-9H

Standard InChI Key:  JVZRCNQLWOELDU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    0.0417   -2.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  2  0
  3  2  1  0
  4  1  1  0
  5  1  2  0
  6  4  2  0
  7  5  1  0
  8  3  1  0
  9  3  2  0
 10  8  2  0
 11  9  1  0
 12 11  2  0
  2  6  1  0
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA109074

   4-Phenylpyridine

Molecule Features

Natural Product: Yes

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: 155.20

Molecular Weight (Monoisotopic): 155.0735

AlogP: 2.75

#Rotatable Bonds: 1

Polar Surface Area: 12.89

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.08

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.62

Np Likeness Score: -0.69

References

1. Gessner W, Brossi A, Shen R, Abell CW..  (1985)  Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  28  (3): [PMID:3871859] [10.1021/jm00381a009]

2. Hajduk PJ, Shuker SB, Nettesheim DG, Craig R, Augeri DJ, Betebenner D, Albert DH, Guo Y, Meadows RP, Xu L, Michaelides M, Davidsen SK, Fesik SW..  (2002)  NMR-based modification of matrix metalloproteinase inhibitors with improved bioavailability.,  45  (26): [PMID:12477346] [10.1021/jm020160g]

3. Caron G, Ermondi G..  (2005)  Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).,  48  (9): [PMID:15857133] [10.1021/jm048980b]

4. PubChem BioAssay data set, 

5. Röhrig UF, Majjigapu SR, Grosdidier A, Bron S, Stroobant V, Pilotte L, Colau D, Vogel P, Van den Eynde BJ, Zoete V, Michielin O..  (2012)  Rational design of 4-aryl-1,2,3-triazoles for indoleamine 2,3-dioxygenase 1 inhibition.,  55  (11): [PMID:22616902] [10.1021/jm300260v]

6. Zhu J, Caflisch A..  (2016)  Twenty Crystal Structures of Bromodomain and PHD Finger Containing Protein 1 (BRPF1)/Ligand Complexes Reveal Conserved Binding Motifs and Rare Interactions.,  59  (11): [PMID:27167503] [10.1021/acs.jmedchem.6b00215]

7. Lund BA, Christopeit T, Guttormsen Y, Bayer A, Leiros HK..  (2016)  Screening and Design of Inhibitor Scaffolds for the Antibiotic Resistance Oxacillinase-48 (OXA-48) through Surface Plasmon Resonance Screening.,  59  (11): [PMID:27165692] [10.1021/acs.jmedchem.6b00660]

8. Röhrig UF, Majjigapu SR, Reynaud A, Pojer F, Dilek N, Reichenbach P, Ascencao K, Irving M, Coukos G, Vogel P, Michielin O, Zoete V..  (2021)  Azole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors.,  64  (4.0): [PMID:33557523] [10.1021/acs.jmedchem.0c01968]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays