(4bS,9aS,10aR)-9a-phenyl-4b,7,8,9,9a,10a-hexahydro-6H,11H-indeno[1',2':4,5]oxazolo[3,2-a]pyridin-6-one

ID: ALA4799693

PubChem CID: 162677027

Max Phase: Preclinical

Molecular Formula: C20H19NO2

Molecular Weight: 305.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC[C@@]2(c3ccccc3)O[C@@H]3Cc4ccccc4[C@@H]3N12

Standard InChI:  InChI=1S/C20H19NO2/c22-18-11-6-12-20(15-8-2-1-3-9-15)21(18)19-16-10-5-4-7-14(16)13-17(19)23-20/h1-5,7-10,17,19H,6,11-13H2/t17-,19+,20+/m1/s1

Standard InChI Key:  QLDUBNIVVLEKLI-HOJAQTOUSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    1.0552   -3.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -4.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7621   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7603   -3.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -3.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4737   -4.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -4.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2503   -3.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -4.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5215   -3.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2993   -3.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4871   -4.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2697   -4.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8637   -3.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6698   -2.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8875   -2.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1396   -4.7876    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8354   -2.7075    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7292   -2.7531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159   -2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162   -2.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9354   -1.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -1.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615   -1.7136    0.0000 O   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
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799693

   ---

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: 305.38

Molecular Weight (Monoisotopic): 305.1416

AlogP: 3.55

#Rotatable Bonds: 1

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: 0.35

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