Methyl-naphthalen-1-ylmethyl-non-2-en-4-ynyl-amine

ID: ALA2114424

PubChem CID: 71458104

Max Phase: Preclinical

Molecular Formula: C21H25N

Molecular Weight: 291.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC#C/C=C\CN(C)Cc1cccc2ccccc12

Standard InChI:  InChI=1S/C21H25N/c1-3-4-5-6-7-8-11-17-22(2)18-20-15-12-14-19-13-9-10-16-21(19)20/h8-16H,3-5,17-18H2,1-2H3/b11-8-

Standard InChI Key:  PIOAVCMVBRSEKY-FLIBITNWSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   14.2600   -7.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5496   -8.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2428   -6.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9475   -6.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5496   -8.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9819   -8.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6694   -6.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9819   -8.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8335   -7.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2600   -9.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9417   -5.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8335   -9.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1116   -8.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1116   -8.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3838   -6.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0983   -6.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0983   -7.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0983   -8.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0983   -9.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8128   -9.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5273   -9.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2417   -9.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  2  1  1  0
  3  4  1  0
  4  7  1  0
  5  2  1  0
  6  1  2  0
  8  6  1  0
  9  2  2  0
 10  8  2  0
 11  4  1  0
 12  5  2  0
 13  9  1  0
 14 13  2  0
 10  5  1  0
 12 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  3  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2114424

   (Z)-N-methyl-N-(naphthalen-1-ylmethyl)non-2-en-4-yn-1-amine

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: 291.44

Molecular Weight (Monoisotopic): 291.1987

AlogP: 5.02

#Rotatable Bonds: 6

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.86

CX LogP: 5.83

CX LogD: 4.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: 0.21

References

1. Stütz A, Petranyi G..  (1984)  Synthesis and antifungal activity of (E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphtha lenemethanamine (SF 86-327) and related allylamine derivatives with enhanced oral activity.,  27  (12): [PMID:6502589] [10.1021/jm00378a003]

Source

Source(1):

• Scientific Literature