Heptyl-(1H-imidazol-4-ylmethyl)-(4-phenoxy-benzyl)-amine

ID: ALA178368

PubChem CID: 44390098

Max Phase: Preclinical

Molecular Formula: C24H31N3O

Molecular Weight: 377.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCN(Cc1ccc(Oc2ccccc2)cc1)Cc1c[nH]cn1

Standard InChI:  InChI=1S/C24H31N3O/c1-2-3-4-5-9-16-27(19-22-17-25-20-26-22)18-21-12-14-24(15-13-21)28-23-10-7-6-8-11-23/h6-8,10-15,17,20H,2-5,9,16,18-19H2,1H3,(H,25,26)

Standard InChI Key:  LFLUKOOORXNORH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -3.7875   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    0.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1000   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -0.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542    0.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    0.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875    0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375    2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375    3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  1  2  0
  5  2  2  0
  6  7  1  0
  7  2  1  0
  8 10  1  0
  9  6  1  0
 10 14  2  0
 11  9  1  0
 12  8  1  0
 13 15  2  0
 14 16  1  0
 15 11  1  0
 16 11  2  0
 17  6  1  0
 18 12  1  0
 19 12  2  0
 20 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
 25 21  1  0
 26 18  2  0
 27 19  1  0
 28 27  2  0
  3  5  1  0
 10 13  1  0
 28 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178368

   N-(1H-imidazol-5-ylmethyl)-N-[(4-phenoxyphenyl)methyl]heptan-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: 377.53

Molecular Weight (Monoisotopic): 377.2467

AlogP: 6.17

#Rotatable Bonds: 12

Polar Surface Area: 41.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.91

CX Basic pKa: 7.40

CX LogP: 5.76

CX LogD: 5.46

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.76

References

1. Saha AK, End DW..  (2005)  Novel beta-(imidazol-4-yl)-beta-amino acids: solid-phase synthesis and study of their inhibitory activity against geranylgeranyl protein transferase type I.,  15  (6): [PMID:15745827] [10.1016/j.bmcl.2005.01.042]

Source

Source(1):

• Scientific Literature