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

ID: ALA4799186

PubChem CID: 162677149

Max Phase: Preclinical

Molecular Formula: C20H18ClNO2

Molecular Weight: 339.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@@]23CCC(=O)N2[C@H]2c4ccccc4C[C@H]2O3)cc1Cl

Standard InChI:  InChI=1S/C20H18ClNO2/c1-12-6-7-14(11-16(12)21)20-9-8-18(23)22(20)19-15-5-3-2-4-13(15)10-17(19)24-20/h2-7,11,17,19H,8-10H2,1H3/t17-,19+,20+/m1/s1

Standard InChI Key:  DVFSHFFFCVWYGG-HOJAQTOUSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   33.2145   -8.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2134   -9.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9214  -10.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9196   -8.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6283   -8.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6331   -9.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4175   -9.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4096   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8983   -9.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6809   -9.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4587   -8.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6465   -9.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4291   -9.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0231   -8.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8291   -8.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0469   -7.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2990  -10.0292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.9948   -7.9490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   35.8848   -7.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6753   -8.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1472   -7.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6483   -6.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8682   -7.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1975   -6.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8068   -9.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4202   -7.5731    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  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
 15 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799186

   ---

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: 339.82

Molecular Weight (Monoisotopic): 339.1026

AlogP: 4.12

#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: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -0.15

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