3-isopropyl-6-[[1-(3-methylbut-2-enyl)indol-3-yl]methyl]piperazine-2,5-dione

ID: ALA5187175

PubChem CID: 10959141

Max Phase: Preclinical

Molecular Formula: C21H27N3O2

Molecular Weight: 353.47

Names and Identifiers

Canonical SMILES:  CC(C)=CCn1cc(CC2NC(=O)C(C(C)C)NC2=O)c2ccccc21

Standard InChI:  InChI=1S/C21H27N3O2/c1-13(2)9-10-24-12-15(16-7-5-6-8-18(16)24)11-17-20(25)23-19(14(3)4)21(26)22-17/h5-9,12,14,17,19H,10-11H2,1-4H3,(H,22,26)(H,23,25)

Standard InChI Key:  MGOFATRHLJYLQK-UHFFFAOYSA-N

Molfile:  

 
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   -0.1724   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3371    2.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1341    2.7024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    2.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5041    1.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070    1.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2463    3.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0876    0.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5147    2.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7283    3.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983    1.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 21 20  1  0
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 20 23  2  0
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 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187175

   3-[[1-(3-Methylbut-2-enyl)indol-3-yl]methyl]-6-propan-2-ylpiperazine-2,5-dione

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 353.47

Molecular Weight (Monoisotopic): 353.2103

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 63.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.17

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: 0.98

References

1. Almeida MC, Resende DISP, da Costa PM, Pinto MMM, Sousa E..  (2021)  Tryptophan derived natural marine alkaloids and synthetic derivatives as promising antimicrobial agents.,  209  [PMID:33153766] [10.1016/j.ejmech.2020.112945]

2. El-Hossary EM, Cheng C, Hamed MM, Hamed MM, El-Sayed Hamed AN, Ohlsen K, Hentschel U, Abdelmohsen UR..  (2017)  Antifungal potential of marine natural products.,  126  [PMID:27936443] [10.1016/j.ejmech.2016.11.022]

Source

Source(1):

• Scientific Literature