Artemisone

ID: ALA5287926

Max Phase: Preclinical

Molecular Formula: C19H31NO6S

Molecular Weight: 401.53

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(N3CCS(=O)(=O)CC3)O[C@@H]3O[C@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C19H31NO6S/c1-12-4-5-15-13(2)16(20-8-10-27(21,22)11-9-20)23-17-19(15)14(12)6-7-18(3,24-17)25-26-19/h12-17H,4-11H2,1-3H3/t12-,13-,14+,15+,16?,17-,18+,19-/m1/s1

Standard InChI Key:  FDMUNKXWYMSZIR-BYPUTIKFSA-N

Molfile:  

 
     RDKit          2D

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   -0.1100    0.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9075    1.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0351    1.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0350    0.5651    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.7363    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 21  1  0
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  1 28  1  0
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 26 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287926

   ---

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: 401.53

Molecular Weight (Monoisotopic): 401.1872

AlogP: 1.92

#Rotatable Bonds: 1

Polar Surface Area: 74.30

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.06

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: 2.13

References

1. Sharma B, Singh P, Singh AK, Awasthi SK..  (2021)  Advancement of chimeric hybrid drugs to cure malaria infection: An overview with special emphasis on endoperoxide pharmacophores.,  219  [PMID:33989911] [10.1016/j.ejmech.2021.113408]

Source

Source(1):

• Scientific Literature