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

ID: ALA4764174

PubChem CID: 162662272

Max Phase: Preclinical

Molecular Formula: C19H16ClNO2

Molecular Weight: 325.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC[C@]2(c3ccc(Cl)cc3)O[C@H]3Cc4ccccc4[C@@H]3N12

Standard InChI:  InChI=1S/C19H16ClNO2/c20-14-7-5-13(6-8-14)19-10-9-17(22)21(19)18-15-4-2-1-3-12(15)11-16(18)23-19/h1-8,16,18H,9-11H2/t16-,18-,19+/m0/s1

Standard InChI Key:  YMASIXYXGPIHCV-YTQUADARSA-N

Molfile:  

 
     RDKit          2D

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   25.5799  -15.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5787  -15.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2905  -16.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2887  -14.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0010  -15.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0059  -15.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7943  -16.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7865  -14.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2778  -15.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0643  -15.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8462  -14.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0350  -15.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8217  -15.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4188  -15.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2239  -14.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4375  -14.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6805  -16.2466    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.3694  -14.1556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.2641  -14.2050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0587  -14.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5331  -13.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0317  -13.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2474  -13.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5733  -12.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2066  -15.3800    0.0000 Cl  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  1
 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  6
  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
M  END

Alternative Forms

1. Parent:

   

   ALA4764174

   ---

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: 325.80

Molecular Weight (Monoisotopic): 325.0870

AlogP: 3.81

#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: 3.97

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 0.01

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