(S)-3-(4-(5-butyl-2-oxo-3-((tetrahydro-2H-pyran-4-yl)methyl)-1-oxa-3,9-diazaspiro[5.5]undecan-9-yl)-4-methylpiperidine-1-carbonyl)-2,4-dimethylpyridine 1-oxide

ID: ALA1078710

PubChem CID: 46883026

Max Phase: Preclinical

Molecular Formula: C32H50N4O5

Molecular Weight: 570.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H]1CN(CC2CCOCC2)C(=O)OC12CCN(C1(C)CCN(C(=O)c3c(C)cc[n+]([O-])c3C)CC1)CC2

Standard InChI:  InChI=1S/C32H50N4O5/c1-5-6-7-27-23-34(22-26-9-20-40-21-10-26)30(38)41-32(27)13-18-35(19-14-32)31(4)11-16-33(17-12-31)29(37)28-24(2)8-15-36(39)25(28)3/h8,15,26-27H,5-7,9-14,16-23H2,1-4H3/t27-/m0/s1

Standard InChI Key:  SISLVQRDZSMKIB-MHZLTWQESA-N

Molfile:  

     RDKit          2D

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  7 11  1  0
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  2  3  1  0
 15 18  1  0
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 36 37  1  0
 37 38  1  0
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  3  4  1  0
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M  CHG  2  22   1  41  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1078710

   (S)-3-(4-(5-butyl-2-oxo-3-((tetrahydro-2H-pyran-4-yl)methyl)-1-oxa-3,9-diazaspiro[5.5]undecan-9-yl)-4-methylpiperidine-1-carbonyl)-2,4-dimethylpyridine 1-oxide

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: 570.78

Molecular Weight (Monoisotopic): 570.3781

AlogP: 4.45

#Rotatable Bonds: 7

Polar Surface Area: 89.26

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.17

CX LogP: 1.72

CX LogD: -0.05

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.36

Np Likeness Score: 0.00

References

1. Rotstein DM, Gabriel SD, Makra F, Filonova L, Gleason S, Brotherton-Pleiss C, Setti LQ, Trejo-Martin A, Lee EK, Sankuratri S, Ji C, Derosier A, Dioszegi M, Heilek G, Jekle A, Berry P, Weller P, Mau CI..  (2009)  Spiropiperidine CCR5 antagonists.,  19  (18): [PMID:19674898] [10.1016/j.bmcl.2009.07.122]

Source

Source(1):

• Scientific Literature