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

ID: ALA1091625

PubChem CID: 9862465

Max Phase: Preclinical

Molecular Formula: C21H20FN3

Molecular Weight: 333.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1C=C(c2c[nH]c(-c3ccc(F)cc3)c2-c2ccncc2)CCN1

Standard InChI:  InChI=1S/C21H20FN3/c1-14-12-17(8-11-24-14)19-13-25-21(16-2-4-18(22)5-3-16)20(19)15-6-9-23-10-7-15/h2-7,9-10,12-14,24-25H,8,11H2,1H3

Standard InChI Key:  KIQAIDFZGPRAPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.6845  -24.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3664  -25.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0180  -24.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7389  -24.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9145  -24.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4934  -23.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9003  -22.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800  -22.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530  -22.0294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2480  -22.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705  -23.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730  -25.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544  -24.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421  -25.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471  -26.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704  -26.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798  -26.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1579  -23.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9851  -23.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4009  -22.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9941  -21.9952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1668  -21.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7465  -22.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349  -26.6204    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2271  -22.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  2  3  1  0
 14 15  2  0
  7  8  1  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
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091625

   4-[2-(4-fluorophenyl)-4-(6-methyl-1,2,3,6-tetrahydropyridin-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: 333.41

Molecular Weight (Monoisotopic): 333.1641

AlogP: 4.65

#Rotatable Bonds: 3

Polar Surface Area: 40.71

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.64

CX LogP: 3.60

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.04

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]

Source

Source(1):

• Scientific Literature