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

ID: ALA1089567

PubChem CID: 9884651

Max Phase: Preclinical

Molecular Formula: C22H22FN3

Molecular Weight: 347.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(c2c[nH]c(-c3ccc(F)cc3)c2-c2ccncc2)=CCN1C

Standard InChI:  InChI=1S/C22H22FN3/c1-15-13-18(9-12-26(15)2)20-14-25-22(17-3-5-19(23)6-4-17)21(20)16-7-10-24-11-8-16/h3-11,14-15,25H,12-13H2,1-2H3

Standard InChI Key:  KATGXKGSQXAWIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.3195  -16.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0011  -17.2808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6527  -16.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3735  -15.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5495  -16.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1283  -15.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5353  -14.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1151  -13.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2883  -13.8969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8832  -14.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3058  -15.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6082  -17.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8897  -16.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1776  -17.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1826  -18.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9058  -18.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6150  -18.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7925  -15.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6195  -15.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0351  -14.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6284  -13.8628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8015  -13.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3811  -14.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4705  -18.4867    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0470  -13.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3936  -13.1392    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
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  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
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089567

   4-[4-(1,2-dimethyl-3,6-dihydro-2H-pyridin-4-yl)-2-(4-fluorophenyl)-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: 347.44

Molecular Weight (Monoisotopic): 347.1798

AlogP: 4.99

#Rotatable Bonds: 3

Polar Surface Area: 31.92

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.97

CX LogP: 3.99

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.23

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