2-Nitro-N-(4-phenylbutyl)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-7-amine

ID: ALA3736502

Chembl Id: CHEMBL3736502

PubChem CID: 127037642

Max Phase: Preclinical

Molecular Formula: C21H26N2O2

Molecular Weight: 338.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2c(c1)CCC(NCCCCc1ccccc1)CC2

Standard InChI:  InChI=1S/C21H26N2O2/c24-23(25)21-14-11-18-9-12-20(13-10-19(18)16-21)22-15-5-4-8-17-6-2-1-3-7-17/h1-3,6-7,11,14,16,20,22H,4-5,8-10,12-13,15H2

Standard InChI Key:  AXPJTEPRVLKIKC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3736502

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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: 338.45

Molecular Weight (Monoisotopic): 338.1994

AlogP: 4.45

#Rotatable Bonds: 7

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: 10.65

CX LogP: 5.65

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.35

Np Likeness Score: -0.70

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