5-(Hydroxymethyl)-3-(propan-2-ylidene)-5-((4-p-tolyl-1H-1,2,3-triazol-1-yl)methyl)dihydrofuran-2(3H)-one

ID: ALA5084886

PubChem CID: 166634190

Max Phase: Preclinical

Molecular Formula: C18H21N3O3

Molecular Weight: 327.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C1CC(CO)(Cn2cc(-c3ccc(C)cc3)nn2)OC1=O

Standard InChI:  InChI=1S/C18H21N3O3/c1-12(2)15-8-18(11-22,24-17(15)23)10-21-9-16(19-20-21)14-6-4-13(3)5-7-14/h4-7,9,22H,8,10-11H2,1-3H3

Standard InChI Key:  HMYUCLFAJHYACP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   26.5205   -4.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3455   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9367   -4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5996   -5.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4246   -5.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6815   -5.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0121   -4.5166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4664   -4.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9088   -6.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5723   -7.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1003   -5.7082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3527   -3.5711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1702   -3.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3458   -2.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6335   -2.2668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0176   -2.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0984   -2.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7635   -2.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5183   -2.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6092   -1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9393   -1.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1872   -1.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7294   -6.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3641   -1.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  2  4  1  0
  6  8  2  0
  5  9  2  0
  9 10  1  0
  1 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
  9 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5084886

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 327.38

Molecular Weight (Monoisotopic): 327.1583

AlogP: 2.27

#Rotatable Bonds: 4

Polar Surface Area: 77.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: 0.07

References

1. Elhalem E, Bellomo A, Cooke M, Scravaglieri A, Pearce LV, Peach ML, Gandolfi Donadío L, Kazanietz MG, Comin MJ..  (2021)  Design, Synthesis, and Characterization of Novel sn-1 Heterocyclic DAG-Lactones as PKC Activators.,  64  (15.0): [PMID:34279947] [10.1021/acs.jmedchem.1c00739]

Source

Source(1):

• Scientific Literature