N-(4-phenylbutyl)-1,2,3,4-tetrahydronaphthalen-2-amine

ID: ALA4759924

PubChem CID: 114333318

Max Phase: Preclinical

Molecular Formula: C20H25N

Molecular Weight: 279.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(CCCCNC2CCc3ccccc3C2)cc1

Standard InChI:  InChI=1S/C20H25N/c1-2-8-17(9-3-1)10-6-7-15-21-20-14-13-18-11-4-5-12-19(18)16-20/h1-5,8-9,11-12,20-21H,6-7,10,13-16H2

Standard InChI Key:  TUPBHPRONPKLPN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   27.8986   -9.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8975  -10.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6055  -10.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6038   -8.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3124   -9.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3112  -10.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0174  -10.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7293  -10.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7305   -9.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0197   -8.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4391   -8.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1459   -9.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8546   -8.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5613   -9.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2700   -8.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9767   -9.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9694  -10.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6753  -10.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3850  -10.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3843   -9.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6779   -8.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759924

   N-(4-phenylbutyl)-1,2,3,4-tetrahydronaphthalen-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 279.43

Molecular Weight (Monoisotopic): 279.1987

AlogP: 4.16

#Rotatable Bonds: 6

Polar Surface Area: 12.03

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.52

CX LogP: 5.27

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -0.28

References

1. Temme L,Bechthold E,Schreiber JA,Gawaskar S,Schepmann D,Robaa D,Sippl W,Seebohm G,Wünsch B.  (2020)  Negative allosteric modulators of the GluN2B NMDA receptor with phenylethylamine structure embedded in ring-expanded and ring-contracted scaffolds.,  190  [PMID:32070917] [10.1016/j.ejmech.2020.112138]

Source

Source(1):

• Scientific Literature