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

ID: ALA1078713

PubChem CID: 46883030

Max Phase: Preclinical

Molecular Formula: C32H48F3N5O4

Molecular Weight: 623.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H]1CN(CC2CCOCC2)C(=O)OC12CCN(C1(C)CCN(C(=O)c3c(C)nc(C(F)(F)F)nc3C)CC1)CC2

Standard InChI:  InChI=1S/C32H48F3N5O4/c1-5-6-7-25-21-39(20-24-8-18-43-19-9-24)29(42)44-31(25)12-16-40(17-13-31)30(4)10-14-38(15-11-30)27(41)26-22(2)36-28(32(33,34)35)37-23(26)3/h24-25H,5-21H2,1-4H3/t25-/m0/s1

Standard InChI Key:  PBBNAVGXBQDIMO-VWLOTQADSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA1078713

   (S)-5-butyl-9-(1-(4,6-dimethyl-2-(trifluoromethyl)pyrimidine-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: 623.76

Molecular Weight (Monoisotopic): 623.3658

AlogP: 5.63

#Rotatable Bonds: 7

Polar Surface Area: 88.10

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.17

CX LogP: 3.20

CX LogD: 1.43

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.39

Np Likeness Score: -0.42

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