(3R,3aR,4aS,9bR)-3a-(4-chlorophenyl)-3-methyl-3,3a,4a,9b-tetrahydro-5H-indeno[1,2-dipyrrolo[2,1-b]oxazol-1(2H)-one

ID: ALA4740394

PubChem CID: 162645206

Max Phase: Preclinical

Molecular Formula: C20H18ClNO2

Molecular Weight: 339.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC(=O)N2[C@H]3c4ccccc4C[C@@H]3O[C@@]12c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H18ClNO2/c1-12-10-18(23)22-19-16-5-3-2-4-13(16)11-17(19)24-20(12,22)14-6-8-15(21)9-7-14/h2-9,12,17,19H,10-11H2,1H3/t12-,17+,19+,20-/m1/s1

Standard InChI Key:  ADUCJFBJHHIJIL-POMQZKDQSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    9.2890  -21.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2878  -22.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0007  -22.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988  -21.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7122  -21.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7170  -22.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5067  -22.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4988  -21.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9908  -22.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7786  -21.7983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5616  -21.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7507  -22.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5385  -22.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1365  -21.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9413  -20.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1537  -20.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3941  -22.7690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0812  -20.6749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9771  -20.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7729  -20.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2480  -20.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7459  -19.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9604  -19.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2852  -19.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9255  -21.9011    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.0706  -20.2663    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  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
 21 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4740394

   ---

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: 4.06

#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: 4.45

CX LogD: 4.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: 0.14

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