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

ID: ALA1078335

PubChem CID: 46883031

Max Phase: Preclinical

Molecular Formula: C32H50N4O4

Molecular Weight: 554.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H]1CN(CC2CCCCO2)C(=O)OC12CCN(C1(C)CCN(C(=O)c3c(C)ccnc3C)CC1)CC2

Standard InChI:  InChI=1S/C32H50N4O4/c1-5-6-9-26-22-35(23-27-10-7-8-21-39-27)30(38)40-32(26)14-19-36(20-15-32)31(4)12-17-34(18-13-31)29(37)28-24(2)11-16-33-25(28)3/h11,16,26-27H,5-10,12-15,17-23H2,1-4H3/t26-,27?/m0/s1

Standard InChI Key:  VQXGQXVCZKFEQP-QBHOUYDASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1078335

   (5S)-5-butyl-9-(1-(2,4-dimethylnicotinoyl)-4-methylpiperidin-4-yl)-3-((tetrahydro-2H-pyran-2-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: 554.78

Molecular Weight (Monoisotopic): 554.3832

AlogP: 5.36

#Rotatable Bonds: 7

Polar Surface Area: 75.21

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.20

CX LogP: 3.37

CX LogD: 1.56

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.45

Np Likeness Score: -0.03

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