5-[3-(Bicyclo[2.2.1]hept-2-yloxy)-4-methoxy-phenyl]-1-methyl-imidazolidin-2-one

ID: ALA2111611

PubChem CID: 71459872

Max Phase: Preclinical

Molecular Formula: C18H24N2O3

Molecular Weight: 316.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2CNC(=O)N2C)cc1O[C@H]1CC2CCC1C2

Standard InChI:  InChI=1S/C18H24N2O3/c1-20-14(10-19-18(20)21)12-5-6-15(22-2)17(9-12)23-16-8-11-3-4-13(16)7-11/h5-6,9,11,13-14,16H,3-4,7-8,10H2,1-2H3,(H,19,21)/t11?,13?,14?,16-/m0/s1

Standard InChI Key:  GCEUBBGDHJJDSY-LUSXFMQSSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    8.9262   -4.5238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6662   -5.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387   -4.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343   -5.3096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387   -3.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281   -1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8001   -1.5311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0837   -1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801   -4.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281   -2.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3962   -1.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1574   -5.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387   -1.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0029   -1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376   -0.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667   -2.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517   -1.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667   -1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9282   -2.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7120   -4.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531   -1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2387   -0.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9609   -0.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6 10  2  0
  7  6  1  0
  8  7  1  6
  9  3  1  0
 10  5  1  0
 11  8  1  0
 12  2  2  0
 13 18  2  0
 14  8  1  0
 15 11  1  0
 16  5  2  0
 17 14  1  0
 18 16  1  0
 19 11  1  0
 20  1  1  0
 21 17  1  0
 22 13  1  0
 23 22  1  0
  4  9  1  0
  6 13  1  0
 15 17  1  0
 21 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2111611

   5-[3-[[(2S)-2-bicyclo[2.2.1]heptanyl]oxy]-4-methoxyphenyl]-1-methylimidazolidin-2-one

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: 316.40

Molecular Weight (Monoisotopic): 316.1787

AlogP: 2.96

#Rotatable Bonds: 4

Polar Surface Area: 50.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.67

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 2.15

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.93

Np Likeness Score: 0.43

References

1. Saccomano NA, Vinick FJ, Koe BK, Nielsen JA, Whalen WM, Meltz M, Phillips D, Thadieo PF, Jung S, Chapin DS..  (1991)  Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl]-2-imidazolidinones.,  34  (1): [PMID:1992129] [10.1021/jm00105a045]

Source

Source(1):

• Scientific Literature