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

ID: ALA4553332

PubChem CID: 155555421

Max Phase: Preclinical

Molecular Formula: C29H34FNO3

Molecular Weight: 463.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2ccc1Oc1cc(ccc1OC)CCCCC(NCCc1ccc(F)cc1)CC2

Standard InChI:  InChI=1S/C29H34FNO3/c1-32-26-15-10-22-5-3-4-6-25(31-18-17-21-7-12-24(30)13-8-21)14-9-23-11-16-27(28(19-23)33-2)34-29(26)20-22/h7-8,10-13,15-16,19-20,25,31H,3-6,9,14,17-18H2,1-2H3

Standard InChI Key:  IJMLPKNCFTZEFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.1448  -20.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8515  -20.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3006  -18.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2815  -20.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8314  -22.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6010  -21.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465  -20.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176  -18.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011  -22.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9835  -23.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739  -21.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5773  -23.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5705  -19.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1255  -18.7984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267  -19.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3516  -19.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7527  -20.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3253  -20.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7258  -21.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5517  -21.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9753  -20.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5724  -20.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9538  -22.4110    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1270  -21.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279  -22.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18 22  2  0
 17  8  1  0
  3 13  1  0
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  9 21  1  0
  7 13  1  0
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  8 11  2  0
 16  8  1  0
 11  5  1  0
 12 18  1  0
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  6 10  1  0
 21 12  2  0
  1  9  2  0
  7  6  1  0
 10 18  1  0
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 22  1  1  0
 20 15  1  0
  2 17  2  0
  5 14  2  0
  3 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
 33 34  1  0
  9 33  1  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553332

   ---

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: 463.59

Molecular Weight (Monoisotopic): 463.2523

AlogP: 6.50

#Rotatable Bonds: 6

Polar Surface Area: 39.72

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.58

CX LogP: 7.04

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 0.54

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