N-Benzyl-2-nitro-6,7,8,9-tetrahydro-5H-benzo[7]annulen-7-amine

ID: ALA3735173

Chembl Id: CHEMBL3735173

PubChem CID: 127034644

Max Phase: Preclinical

Molecular Formula: C18H20N2O2

Molecular Weight: 296.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2c(c1)CCC(NCc1ccccc1)CC2

Standard InChI:  InChI=1S/C18H20N2O2/c21-20(22)18-11-8-15-6-9-17(10-7-16(15)12-18)19-13-14-4-2-1-3-5-14/h1-5,8,11-12,17,19H,6-7,9-10,13H2

Standard InChI Key:  WKGQZQOSXNTTNI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3735173

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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: 296.37

Molecular Weight (Monoisotopic): 296.1525

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 55.17

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 4.47

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -1.01

References

1. Gawaskar S, Schepmann D, Bonifazi A, Robaa D, Sippl W, Wünsch B..  (2015)  Benzo[7]annulene-based GluN2B selective NMDA receptor antagonists: Surprising effect of a nitro group in 2-position.,  25  (24): [PMID:26531150] [10.1016/j.bmcl.2015.10.076]

Source

Source(1):

• Scientific Literature