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

ID: ALA1093835

PubChem CID: 9819665

Max Phase: Preclinical

Molecular Formula: C22H22FN3

Molecular Weight: 347.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1C=C(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/h3-8,10-11,13-15,25H,9,12H2,1-2H3

Standard InChI Key:  ZNXRLQAGDSXEJA-UHFFFAOYSA-N

Molfile:  

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    5.6397  -16.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3606  -16.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364  -16.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1154  -15.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222  -14.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1021  -14.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2752  -14.0684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703  -14.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2927  -15.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5951  -17.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767  -16.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645  -17.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695  -18.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6019  -18.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7796  -15.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6066  -15.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0223  -14.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6156  -14.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7885  -14.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682  -14.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575  -18.6584    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340  -13.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8483  -14.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
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 13 14  1  0
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  1 12  1  0
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  9 10  1  0
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 19 20  1  0
 20 21  1  0
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  4 18  1  0
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 15 24  1  0
  1  2  1  0
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 20 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093835

   4-[4-(1,6-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: -0.17

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