(3aS,4aR,9bS)-3a-(4-methoxyphenyl)-3,3a,4a,9b-tetrahydro-5H-indeno[1,2-d]pyrrolo[2,3-b]oxazol-1(2H)-one

ID: ALA4756610

PubChem CID: 162655702

Max Phase: Preclinical

Molecular Formula: C20H19NO3

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@]23CCC(=O)N2[C@H]2c4ccccc4C[C@H]2O3)cc1

Standard InChI:  InChI=1S/C20H19NO3/c1-23-15-8-6-14(7-9-15)20-11-10-18(22)21(20)19-16-5-3-2-4-13(16)12-17(19)24-20/h2-9,17,19H,10-12H2,1H3/t17-,19+,20+/m1/s1

Standard InChI Key:  NGWMCINQYSAOOS-HOJAQTOUSA-N

Molfile:  

 
     RDKit          2D

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    8.2902   -9.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890   -9.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9971  -10.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -8.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039   -9.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7087   -9.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4931  -10.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4853   -8.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9740   -9.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7565   -9.1970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5344   -8.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7221   -9.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5047   -9.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0987   -9.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9048   -8.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1225   -8.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3746  -10.1612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0704   -8.0811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9605   -8.1302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7509   -8.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2228   -7.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7240   -7.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9439   -7.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2732   -6.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8824   -9.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0739  -10.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  1  0
  9 10  1  0
 10 20  1  0
  8 19  1  0
 20 11  1  6
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 17  1  1
  8 18  1  1
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 23 24  2  0
 14 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756610

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1365

AlogP: 3.17

#Rotatable Bonds: 2

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 0.23

References

1. Espadinha M,Viejo L,Lopes RMRM,Herrera-Arozamena C,Molins E,Dos Santos DJVA,Gonçalves L,Rodríguez-Franco MI,Ríos CL,Santos MMM.  (2020)  Identification of tetracyclic lactams as NMDA receptor antagonists with potential application in neurological disorders.,  194  [PMID:32248004] [10.1016/j.ejmech.2020.112242]

Source

Source(1):

• Scientific Literature