(S)1-{4-[5-(4-Fluoro-phenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]-piperidin-1-yl}-3-methoxy-propan-2-ol

ID: ALA3085304

PubChem CID: 76316989

Max Phase: Preclinical

Molecular Formula: C24H28FN3O2

Molecular Weight: 409.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@@H](O)CN1CCC(c2cc(-c3ccncc3)c(-c3ccc(F)cc3)[nH]2)CC1

Standard InChI:  InChI=1S/C24H28FN3O2/c1-30-16-21(29)15-28-12-8-18(9-13-28)23-14-22(17-6-10-26-11-7-17)24(27-23)19-2-4-20(25)5-3-19/h2-7,10-11,14,18,21,27,29H,8-9,12-13,15-16H2,1H3/t21-/m0/s1

Standard InChI Key:  DYPRVEIOXAVFCJ-NRFANRHFSA-N

Molfile:  

     RDKit          2D

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    2.1962   -2.0835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2150   -1.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7307   -2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5616   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061   -0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6680    0.2839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814    0.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1795   -0.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3298    1.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 23  1  1
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 27  9  1  0
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  4  5  2  0
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 25 10  1  0
  6 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3085304

   (2S)-1-[4-[5-(4-fluorophenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]piperidin-1-yl]-3-methoxypropan-2-ol

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: 409.51

Molecular Weight (Monoisotopic): 409.2166

AlogP: 4.07

#Rotatable Bonds: 7

Polar Surface Area: 61.38

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 2.85

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.87

References

1. Liang GB, Qian X, Biftu T, Feng D, Fisher M, Crumley T, Darkin-Rattray SJ, Dulski PM, Gurnett A, Leavitt PS, Liberator PA, Misura AS, Samaras S, Tamas T, Schmatz DM, Wyvratt M..  (2005)  Hydroxylated N-alkyl-4-piperidinyl-2,3-diarylpyrrole derivatives as potent broad-spectrum anticoccidial agents.,  15  (20): [PMID:16087336] [10.1016/j.bmcl.2005.06.096]

Source

Source(1):

• Scientific Literature