(trans)-(5RS,6RS)-5,6-Dihydroxy-1,3-dimethyl-3,5,6,7,8,9-hexahydro[7]annuleno[f]benz-imidazol-2(1H)-one

ID: ALA3798610

Chembl Id: CHEMBL3798610

PubChem CID: 127045753

Max Phase: Preclinical

Molecular Formula: C14H18N2O3

Molecular Weight: 262.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)n(C)c2cc3c(cc21)CCC[C@@H](O)[C@@H]3O

Standard InChI:  InChI=1S/C14H18N2O3/c1-15-10-6-8-4-3-5-12(17)13(18)9(8)7-11(10)16(2)14(15)19/h6-7,12-13,17-18H,3-5H2,1-2H3/t12-,13-/m1/s1

Standard InChI Key:  CKYYIPXLFOSUJS-CHWSQXEVSA-N

Alternative Forms

1. Parent:

   

   ALA3798610

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 262.31

Molecular Weight (Monoisotopic): 262.1317

AlogP: 0.61

#Rotatable Bonds: ┄

Polar Surface Area: 67.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 0.83

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.68

Np Likeness Score: 0.41

References

1. Lütnant I, Schepmann D, Wünsch B..  (2016)  Benzimidazolone bioisosteres of potent GluN2B selective NMDA receptor antagonists.,  116  [PMID:27061977] [10.1016/j.ejmech.2016.03.065]

Source

Source(1):

• Scientific Literature