4-[2-(4-Fluorophenyl)-4-(1-octyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-pyrrol-3-yl]pyridine

ID: ALA1093836

PubChem CID: 21922839

Max Phase: Preclinical

Molecular Formula: C28H34FN3

Molecular Weight: 431.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1CC=C(c2c[nH]c(-c3ccc(F)cc3)c2-c2ccncc2)CC1

Standard InChI:  InChI=1S/C28H34FN3/c1-2-3-4-5-6-7-18-32-19-14-22(15-20-32)26-21-31-28(24-8-10-25(29)11-9-24)27(26)23-12-16-30-17-13-23/h8-14,16-17,21,31H,2-7,15,18-20H2,1H3

Standard InChI Key:  NZNXJWONJIQVDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.3841   -8.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0650   -9.3170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7157   -8.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4369   -8.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6139   -8.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5997   -6.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1801   -5.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -5.9375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498   -6.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -7.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738   -9.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -8.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450   -9.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501  -10.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723  -10.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805  -10.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8553   -7.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6812   -7.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0964   -6.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6902   -5.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8643   -5.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445   -6.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5389  -10.5215    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1082   -5.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9332   -5.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3511   -4.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1761   -4.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5941   -3.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4190   -3.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8370   -3.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6620   -3.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
  3  4  2  0
 16 17  2  0
 17 12  1  0
  1 12  1  0
 18 19  2  0
  8  9  2  0
  4  5  1  0
  9 10  1  0
  5  1  2  0
 10 11  2  0
 11  6  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  4 18  1  0
  5  6  1  0
 15 24  1  0
  1  2  1  0
 21 25  1  0
 25 26  1  0
 12 13  2  0
 26 27  1  0
  6  7  2  0
 27 28  1  0
 13 14  1  0
 28 29  1  0
  2  3  1  0
 29 30  1  0
 14 15  2  0
 30 31  1  0
  7  8  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093836

   4-[2-(4-fluorophenyl)-4-(1-octyl-3,6-dihydro-2H-pyridin-4-yl)-1H-pyrrol-3-yl]pyridine

Molecule Features

Natural Product: No

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: 431.60

Molecular Weight (Monoisotopic): 431.2737

AlogP: 7.33

#Rotatable Bonds: 10

Polar Surface Area: 31.92

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.33

CX LogP: 6.67

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.49

References

1. Nakao A, Ohkawa N, Nagasaki T, Kagari T, Doi H, Shimozato T, Ushiyama S, Aoki K..  (2010)  Tetrahydropyridine derivatives with inhibitory activity on the production of proinflammatory cytokines: part 2.,  20  (8): [PMID:20346666] [10.1016/j.bmcl.2010.03.022]

2. Nakao A, Ohkawa N, Nagasaki T, Kagari T, Doi H, Shimozato T, Ushiyama S, Aoki K..  (2010)  Tetrahydropyridine derivatives with inhibitory activity on the production of proinflammatory cytokines: part 3.,  20  (16): [PMID:20637613] [10.1016/j.bmcl.2010.06.122]

Source

Source(1):

• Scientific Literature