(S)-5-butyl-9-(1-(4,6-dimethyl-2-oxo-2H-pyran-5-carbonyl)-4-methylpiperidin-4-yl)-3-((tetrahydro-2H-pyran-4-yl)methyl)-1-oxa-3,9-diazaspiro[5.5]undecan-2-one

ID: ALA1078712

PubChem CID: 46883029

Max Phase: Preclinical

Molecular Formula: C32H49N3O6

Molecular Weight: 571.76

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(=O)oc3C)CC1)CC2

Standard InChI:  InChI=1S/C32H49N3O6/c1-5-6-7-26-22-34(21-25-8-18-39-19-9-25)30(38)41-32(26)12-16-35(17-13-32)31(4)10-14-33(15-11-31)29(37)28-23(2)20-27(36)40-24(28)3/h20,25-26H,5-19,21-22H2,1-4H3/t26-/m0/s1

Standard InChI Key:  UOIXIUCTWQNZPK-SANMLTNESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1078712

   (S)-5-butyl-9-(1-(4,6-dimethyl-2-oxo-2H-pyran-5-carbonyl)-4-methylpiperidin-4-yl)-3-((tetrahydro-2H-pyran-4-yl)methyl)-1-oxa-3,9-diazaspiro[5.5]undecan-2-one

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: 571.76

Molecular Weight (Monoisotopic): 571.3621

AlogP: 4.77

#Rotatable Bonds: 7

Polar Surface Area: 92.53

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 2.49

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.47

Np Likeness Score: -0.13

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