rac-(4-(4'-Methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)(2-(4-(3-(prop-2-yn-1-yloxy)propyl)phenyl)piperidin-1-yl)methanone

ID: ALA3263572

PubChem CID: 90676906

Max Phase: Preclinical

Molecular Formula: C33H34N4O3

Molecular Weight: 534.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOCCCc1ccc(C2CCCCN2C(=O)n2cc(-c3ccc(-c4ccc(OC)cc4)cc3)nn2)cc1

Standard InChI:  InChI=1S/C33H34N4O3/c1-3-22-40-23-6-7-25-9-11-29(12-10-25)32-8-4-5-21-36(32)33(38)37-24-31(34-35-37)28-15-13-26(14-16-28)27-17-19-30(39-2)20-18-27/h1,9-20,24,32H,4-8,21-23H2,2H3

Standard InChI Key:  DSVGWNCZIVOVMK-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3263572

   [4-[4-(4-Methoxyphenyl)phenyl]triazol-1-yl]-[2-[4-(3-prop-2-ynoxypropyl)phenyl]piperidin-1-yl]methanone

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: 534.66

Molecular Weight (Monoisotopic): 534.2631

AlogP: 6.40

#Rotatable Bonds: 9

Polar Surface Area: 69.48

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 6.32

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: -0.77

References

1. Hsu KL, Tsuboi K, Chang JW, Whitby LR, Speers AE, Pugh H, Cravatt BF..  (2013)  Discovery and optimization of piperidyl-1,2,3-triazole ureas as potent, selective, and in vivo-active inhibitors of α/β-hydrolase domain containing 6 (ABHD6).,  56  (21): [PMID:24152295] [10.1021/jm400899c]

Source

Source(1):

• Scientific Literature