Flustraminol C

ID: ALA4793987

PubChem CID: 162672361

Max Phase: Preclinical

Molecular Formula: C21H31BrN2O2

Molecular Weight: 423.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H31BrN2O2/c1-14(2)8-9-21-10-11-23(5)19(21)24(13-18(25)20(3,4)26)17-12-15(22)6-7-16(17)21/h6-8,12,18-19,25-26H,9-11,13H2,1-5H3/t18?,19-,21+/m1/s1

Standard InChI Key:  GHJYRIBXGDBACL-FQRLBTLJSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   38.0558   -3.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0546   -4.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7627   -5.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7609   -3.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4695   -3.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4743   -4.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2543   -4.8894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2466   -3.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7334   -4.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5097   -3.9631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5026   -3.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7219   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3466   -5.0535    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   42.1749   -4.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3094   -4.8000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   39.8319   -2.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5111   -5.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9676   -6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2243   -7.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1673   -6.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6808   -7.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0246   -7.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4345   -7.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2382   -2.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8273   -1.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2336   -0.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0101   -1.4391    0.0000 C   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
  7 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 19 21  1  0
 19 22  1  0
 19 23  1  0
 16 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793987

   ---

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: 3.66

#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: 5.59

CX LogP: 4.10

CX LogD: 4.09

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: 1.78

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