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

ID: ALA4783163

PubChem CID: 162664201

Max Phase: Preclinical

Molecular Formula: C19H16BrNO2

Molecular Weight: 370.25

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16BrNO2/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+/m1/s1

Standard InChI Key:  DXMFBOLVVHCUHN-NEWSRXKRSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   32.4592   -3.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4581   -4.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1661   -4.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1643   -2.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8730   -3.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8778   -4.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6622   -4.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6544   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1430   -3.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9256   -3.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7034   -2.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8912   -3.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6738   -3.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2678   -3.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0739   -2.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2916   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5437   -4.4120    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.2395   -2.3319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   35.1295   -2.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9200   -2.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3919   -1.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8930   -1.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1129   -1.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4422   -1.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0515   -3.5499    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4783163

   ---

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: 370.25

Molecular Weight (Monoisotopic): 369.0364

AlogP: 3.92

#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: 4.13

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: 0.13

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