2-Nitro-N-(2-phenylethyl)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-7-amine

ID: ALA3735485

Chembl Id: CHEMBL3735485

PubChem CID: 127034645

Max Phase: Preclinical

Molecular Formula: C19H22N2O2

Molecular Weight: 310.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2c(c1)CCC(NCCc1ccccc1)CC2

Standard InChI:  InChI=1S/C19H22N2O2/c22-21(23)19-11-8-16-6-9-18(10-7-17(16)14-19)20-13-12-15-4-2-1-3-5-15/h1-5,8,11,14,18,20H,6-7,9-10,12-13H2

Standard InChI Key:  DYOFAMKWNXOMBX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3735485

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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: 310.40

Molecular Weight (Monoisotopic): 310.1681

AlogP: 3.67

#Rotatable Bonds: 5

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: 10.56

CX LogP: 4.76

CX LogD: 1.87

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: -0.91

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