Flustraminol E

ID: ALA4762192

PubChem CID: 162660804

Max Phase: Preclinical

Molecular Formula: C21H31BrN2O2

Molecular Weight: 423.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(C)(C)[C@@]12CCN(C)[C@@H]1N(CC(O)C(C)(C)O)c1cc(Br)ccc12

Standard InChI:  InChI=1S/C21H31BrN2O2/c1-7-19(2,3)21-10-11-23(6)18(21)24(13-17(25)20(4,5)26)16-12-14(22)8-9-15(16)21/h7-9,12,17-18,25-26H,1,10-11,13H2,2-6H3/t17?,18-,21-/m1/s1

Standard InChI Key:  ILTOECWMXLAEJZ-WVYCPIKRSA-N

Molfile:  

 
     RDKit          2D

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   15.5913  -13.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5901  -14.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2982  -15.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2964  -13.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0050  -13.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0098  -14.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7898  -14.8938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7821  -13.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2689  -14.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0452  -13.9675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0381  -13.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2574  -12.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8821  -15.0579    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.7104  -14.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8449  -14.8044    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3674  -12.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7737  -12.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5502  -12.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9547  -12.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3611  -11.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0466  -15.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5031  -16.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598  -17.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7028  -16.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2163  -17.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5601  -17.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9700  -17.8420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  2 13  1  0
 10 14  1  0
  9 15  1  1
  8 16  1  1
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  2  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 23 25  1  0
 23 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762192

   ---

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: 423.40

Molecular Weight (Monoisotopic): 422.1569

AlogP: 3.51

#Rotatable Bonds: 5

Polar Surface Area: 46.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.55

CX Basic pKa: 6.06

CX LogP: 4.05

CX LogD: 4.03

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: 1.76

References

1. Di X,Wang S,Oskarsson JT,Rouger C,Tasdemir D,Hardardottir I,Freysdottir J,Wang X,Molinski TF,Omarsdottir S.  (2020)  Bromotryptamine and Imidazole Alkaloids with Anti-inflammatory Activity from the Bryozoan Flustra foliacea.,  83  (10): [PMID:33016699] [10.1021/acs.jnatprod.0c00126]

Source

Source(1):

• Scientific Literature