ID: ALA353846

Max Phase: Unknown

Molecular Formula: C20H25NO2

Molecular Weight: 311.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CCOC(=O)C(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C20H25NO2/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,19H,3-4,15-16H2,1-2H3

Standard InChI Key:  JGOAIQNSOGZNBX-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 311.43

Molecular Weight (Monoisotopic): 311.1885

AlogP: 3.70

#Rotatable Bonds: 8

Polar Surface Area: 29.54

Molecular Species: BASE

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.96

CX LogP: 4.17

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.78

References

1. Carroll FI, Abraham P, Parham K, Griffith RC, Ahmad A, Richard MM, Padilla FN, Witkin JM, Chiang PK..  (1987)  6-Methyl-6-azabicyclo[3.2.1]octan-3 alpha-ol 2,2-diphenylpropionate (azaprophen), a highly potent antimuscarinic agent.,  30  (5): [PMID:3494849] [10.1021/jm00388a010]

2. PubChem BioAssay data set, 

3. Vasudevan SR, Moore JB, Schymura Y, Churchill GC..  (2012)  Shape-based reprofiling of FDA-approved drugs for the H₁ histamine receptor.,  55  (16): [PMID:22793499] [10.1021/jm300671m]

4. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

5. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

6. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6