(+/-)-5-(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)-4,6-dimethylpicolinonitrile

ID: ALA1078711

PubChem CID: 46883027

Max Phase: Preclinical

Molecular Formula: C33H49N5O4

Molecular Weight: 579.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC1CN(CC2CCOCC2)C(=O)OC12CCN(C1(C)CCN(C(=O)c3c(C)cc(C#N)nc3C)CC1)CC2

Standard InChI:  InChI=1S/C33H49N5O4/c1-5-6-7-27-23-37(22-26-8-18-41-19-9-26)31(40)42-33(27)12-16-38(17-13-33)32(4)10-14-36(15-11-32)30(39)29-24(2)20-28(21-34)35-25(29)3/h20,26-27H,5-19,22-23H2,1-4H3

Standard InChI Key:  OPRMDVBOKTXNJA-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1078711

   5-[4-[7-Butyl-10-oxo-9-(tetrahydropyran-4-ylmethyl)-11-oxa-3,9-diazaspiro[5.5]undecan-3-yl]-4-methyl-piperidine-1-carbonyl]-4,6-dimethyl-pyridine-2-carbonitrile

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: 579.79

Molecular Weight (Monoisotopic): 579.3785

AlogP: 5.08

#Rotatable Bonds: 7

Polar Surface Area: 99.00

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.20

CX LogP: 3.17

CX LogD: 1.37

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.44

Np Likeness Score: -0.32

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