4-(cinnamoyloxyimino)-2,6-dimethylcyclohexa-2,5-dienone

ID: ALA1092115

Chembl Id: CHEMBL1092115

PubChem CID: 885318

Max Phase: Preclinical

Molecular Formula: C17H15NO3

Molecular Weight: 281.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=NOC(=O)/C=C/c2ccccc2)C=C(C)C1=O

Standard InChI:  InChI=1S/C17H15NO3/c1-12-10-15(11-13(2)17(12)20)18-21-16(19)9-8-14-6-4-3-5-7-14/h3-11H,1-2H3/b9-8+

Standard InChI Key:  YBJUUAUZLDWNPE-CMDGGOBGSA-N

Alternative Forms

1. Parent:

   

   ALA1092115

   4-(Cinnamoyloxyimino)-2,6-dimethylcyclohexa-2,5-dienone

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: 281.31

Molecular Weight (Monoisotopic): 281.1052

AlogP: 3.07

#Rotatable Bonds: 3

Polar Surface Area: 55.73

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.34

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.37

Np Likeness Score: 0.30

References

1. Bachovchin DA, Wolfe MR, Masuda K, Brown SJ, Spicer TP, Fernandez-Vega V, Chase P, Hodder PS, Rosen H, Cravatt BF..  (2010)  Oxime esters as selective, covalent inhibitors of the serine hydrolase retinoblastoma-binding protein 9 (RBBP9).,  20  (7): [PMID:20207142] [10.1016/j.bmcl.2010.02.011]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays