Flustraminol D

ID: ALA4759773

PubChem CID: 162658111

Max Phase: Preclinical

Molecular Formula: C21H31BrN2O3

Molecular Weight: 439.39

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H31BrN2O3/c1-13(2)8-9-21-10-11-23(5)19(21)24(18(26)17(25)20(3,4)27)16-12-14(22)6-7-15(16)21/h6-8,12,17-19,25-27H,9-11H2,1-5H3/t17?,18?,19-,21+/m1/s1

Standard InChI Key:  PSTMXEHZBYTYPG-BRAJZSMUSA-N

Molfile:  

 
     RDKit          2D

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    4.0462  -14.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543  -15.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7525  -13.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4611  -14.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4659  -14.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2460  -15.1084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2382  -13.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7251  -14.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5013  -14.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942  -13.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136  -13.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382  -15.2725    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.1666  -14.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3011  -15.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235  -13.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5027  -15.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9592  -16.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2160  -17.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590  -16.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6725  -17.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0162  -17.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4261  -18.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3030  -16.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2298  -12.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8190  -11.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2253  -10.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018  -11.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 15  1  1
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  7 17  1  0
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 19 22  1  0
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 25 26  2  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759773

   ---

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: 439.39

Molecular Weight (Monoisotopic): 438.1518

AlogP: 2.98

#Rotatable Bonds: 5

Polar Surface Area: 67.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 5.26

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: 1.58

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