(+/-)-trans-1-(1-(1H-1,2,4-Triazole-1-carbonyl)piperidin-4-yl)-3,4-bis-(3,4-dimethoxyphenyl)azetidin-2-one

ID: ALA3786142

PubChem CID: 127034178

Max Phase: Preclinical

Molecular Formula: C27H31N5O6

Molecular Weight: 521.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@H]2C(=O)N(C3CCN(C(=O)n4cncn4)CC3)[C@@H]2c2ccc(OC)c(OC)c2)cc1OC

Standard InChI:  InChI=1S/C27H31N5O6/c1-35-20-7-5-17(13-22(20)37-3)24-25(18-6-8-21(36-2)23(14-18)38-4)32(26(24)33)19-9-11-30(12-10-19)27(34)31-16-28-15-29-31/h5-8,13-16,19,24-25H,9-12H2,1-4H3/t24-,25-/m1/s1

Standard InChI Key:  DEZRMSYXDKDCBR-JWQCQUIFSA-N

Molfile:  

     RDKit          2D

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    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2684    4.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2125    4.3864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5284    3.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2503    2.1925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7625    2.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634   -8.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0031    3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432    3.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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  4  5  1  1
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  1  9  1  6
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  3 15  1  0
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 12 31  1  0
 33 34  1  0
 23 33  1  0
 35 36  1  0
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 37 38  1  0
 13 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3786142

   ---

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: 521.57

Molecular Weight (Monoisotopic): 521.2274

AlogP: 3.11

#Rotatable Bonds: 7

Polar Surface Area: 108.25

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.44

Np Likeness Score: -0.47

References

1. Brindisi M, Maramai S, Gemma S, Brogi S, Grillo A, Di Cesare Mannelli L, Gabellieri E, Lamponi S, Saponara S, Gorelli B, Tedesco D, Bonfiglio T, Landry C, Jung KM, Armirotti A, Luongo L, Ligresti A, Piscitelli F, Bertucci C, Dehouck MP, Campiani G, Maione S, Ghelardini C, Pittaluga A, Piomelli D, Di Marzo V, Butini S..  (2016)  Development and Pharmacological Characterization of Selective Blockers of 2-Arachidonoyl Glycerol Degradation with Efficacy in Rodent Models of Multiple Sclerosis and Pain.,  59  (6): [PMID:26888301] [10.1021/acs.jmedchem.5b01812]

Source

Source(1):

• Scientific Literature