[2-(4-Fluoro-phenyl)-ethyl]-(4-methoxy-2-oxa-tricyclo[13.2.2.1(3,7)]icosa-1(18),3(20),4,6,15(19),16-hexaen-12-yl)-amine

ID: ALA4588545

PubChem CID: 155567323

Max Phase: Preclinical

Molecular Formula: C28H32FNO2

Molecular Weight: 433.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2cc1Oc1ccc(cc1)CCC(NCCc1ccc(F)cc1)CCCC2

Standard InChI:  InChI=1S/C28H32FNO2/c1-31-27-17-11-23-4-2-3-5-25(30-19-18-22-6-12-24(29)13-7-22)14-8-21-9-15-26(16-10-21)32-28(27)20-23/h6-7,9-13,15-17,20,25,30H,2-5,8,14,18-19H2,1H3

Standard InChI Key:  MYDRVXCWGSHORZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.3446  -19.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0514  -19.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5003  -17.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0312  -21.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8418  -17.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2663  -16.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8007  -20.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7464  -19.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0174  -17.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4510  -20.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9738  -20.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7703  -18.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3252  -17.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7264  -18.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5513  -18.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9525  -19.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5251  -19.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9256  -20.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7513  -20.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1750  -19.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7721  -19.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1535  -21.3146    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3270  -20.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7278  -21.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 20  2  0
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  3 13  1  0
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  9 19  1  0
  7 13  1  0
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  8 11  2  0
 15  8  1  0
 11  5  1  0
 12 17  1  0
 19 15  1  0
  6 10  1  0
 19 12  2  0
  1  9  2  0
  7  6  1  0
 10 17  1  0
 18  4  1  0
 20  1  1  0
  2 16  2  0
  5 14  2  0
  3 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 31 32  1  0
  9 31  1  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588545

   ---

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: 433.57

Molecular Weight (Monoisotopic): 433.2417

AlogP: 6.49

#Rotatable Bonds: 5

Polar Surface Area: 30.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.59

CX LogP: 7.20

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 0.79

References

1. Lin H, Bruhn DF, Maddox MM, Singh AP, Lee RE, Sun D..  (2016)  Synthesis and antibacterial evaluation of macrocyclic diarylheptanoid derivatives.,  26  (16): [PMID:27406794] [10.1016/j.bmcl.2016.06.075]

Source

Source(1):

• Scientific Literature