[2-(4-Fluoro-phenyl)-ethyl]-(4-methoxy-2-oxa-tricyclo[13.3.1.1(3,7)]icosa-1(19),3,5,7(20),15,17-hexaen-10-yl)-amine

ID: ALA4590873

PubChem CID: 155568816

Max Phase: Preclinical

Molecular Formula: C28H32FNO2

Molecular Weight: 433.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2cc1Oc1cccc(c1)CCCCC(NCCc1ccc(F)cc1)CC2

Standard InChI:  InChI=1S/C28H32FNO2/c1-31-27-16-12-23-11-15-25(30-18-17-21-9-13-24(29)14-10-21)7-3-2-5-22-6-4-8-26(19-22)32-28(27)20-23/h4,6,8-10,12-14,16,19-20,25,30H,2-3,5,7,11,15,17-18H2,1H3

Standard InChI Key:  WQSRJYJOQFZIET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    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
    6.6420  -18.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665  -18.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    5.7945  -20.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8979  -18.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2513  -21.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    7.0265  -20.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3951  -19.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8760  -19.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5773  -23.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3690  -20.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
 18 22  2  0
 17  8  1  0
  3 13  1  0
 19  3  1  0
  9 21  1  0
  7 13  1  0
 14  2  1  0
  8 11  2  0
 16  8  1  0
 11  5  1  0
 12 18  1  0
  2  4  1  0
 21 16  1  0
  6 10  1  0
 21 12  2  0
  1  9  2  0
  7  6  1  0
 10 18  1  0
 19  4  1  0
 11 20  1  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4590873

   ---

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: 10.58

CX LogP: 7.20

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 0.81

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