(trans)-(5RS,6RS)-6-Hydroxy-1,3-dimethyl5-[(3-phenylpropyl)-amino]-3,5,6,7,8,9-hexahydro[7]annuleno[f]-benzimidazol-2(1H)-one

ID: ALA3798280

Chembl Id: CHEMBL3798280

PubChem CID: 127045754

Max Phase: Preclinical

Molecular Formula: C23H29N3O2

Molecular Weight: 379.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)n(C)c2cc3c(cc21)CCC[C@@H](O)[C@@H]3NCCCc1ccccc1

Standard InChI:  InChI=1S/C23H29N3O2/c1-25-19-14-17-11-6-12-21(27)22(18(17)15-20(19)26(2)23(25)28)24-13-7-10-16-8-4-3-5-9-16/h3-5,8-9,14-15,21-22,24,27H,6-7,10-13H2,1-2H3/t21-,22-/m1/s1

Standard InChI Key:  DQRFNWSYEZDRFE-FGZHOGPDSA-N

Alternative Forms

1. Parent:

   

   ALA3798280

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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: 379.50

Molecular Weight (Monoisotopic): 379.2260

AlogP: 2.84

#Rotatable Bonds: 5

Polar Surface Area: 59.19

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.18

CX LogP: 3.61

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -0.05

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