[11C-carbonyl]-6-Hydroxy-[1,1'-biphenyl]-3-yl Cyclopentylcarbamate

ID: ALA2314118

PubChem CID: 71545355

Max Phase: Preclinical

Molecular Formula: C18H19NO3

Molecular Weight: 297.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[11C](NC1CCCC1)Oc1ccc(O)c(-c2ccccc2)c1

Standard InChI:  InChI=1S/C18H19NO3/c20-17-11-10-15(12-16(17)13-6-2-1-3-7-13)22-18(21)19-14-8-4-5-9-14/h1-3,6-7,10-12,14,20H,4-5,8-9H2,(H,19,21)/i18-1

Standard InChI Key:  VBKNPERKJZVRHF-SQZVAGKESA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   16.7650   -4.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7639   -5.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4787   -5.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1951   -5.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1923   -4.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4769   -3.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9021   -3.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6185   -4.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3308   -3.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3282   -3.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6072   -2.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8977   -3.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9103   -5.6423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0504   -3.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0502   -3.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3357   -2.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7647   -2.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3355   -1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0032   -1.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7481   -0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9230   -0.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6684   -1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  4 13  1  0
  1 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
M  ISO  1  15  11
M  END

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: 297.35

Molecular Weight (Monoisotopic): 297.1365

AlogP: 4.09

#Rotatable Bonds: 3

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.14

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -0.28

References

1. Wilson AA, Hicks JW, Sadovski O, Parkes J, Tong J, Houle S, Fowler CJ, Vasdev N..  (2013)  Radiosynthesis and evaluation of [¹¹C-carbonyl]-labeled carbamates as fatty acid amide hydrolase radiotracers for positron emission tomography.,  56  (1): [PMID:23214511] [10.1021/jm301492y]

Source

Source(1):

• Scientific Literature