ID: ALA5279393

Max Phase: Preclinical

Molecular Formula: C22H29NO6

Molecular Weight: 403.48

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(Nc3ccc(C(=O)O)cc3)O[C@@H]3O[C@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C22H29NO6/c1-12-4-9-17-13(2)18(23-15-7-5-14(6-8-15)19(24)25)26-20-22(17)16(12)10-11-21(3,27-20)28-29-22/h5-8,12-13,16-18,20,23H,4,9-11H2,1-3H3,(H,24,25)/t12-,13-,16+,17+,18?,20-,21+,22-/m1/s1

Standard InChI Key:  MLGSRHRPVQLWKY-GXXMZNBFSA-N

Molfile:  

 
     RDKit          2D

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    1.7850    2.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996    2.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759    1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    1.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3760    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4254    2.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606    1.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618    2.3040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618    1.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850    3.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -1.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -2.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565   -2.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -2.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -1.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -2.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -3.5048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -2.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
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  8  9  1  0
  9 10  1  0
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  1 11  1  1
  9 12  1  1
  9 13  1  0
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  6 14  1  6
  7 15  1  6
 15 16  1  0
  5 17  1  0
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 17 18  1  1
  2 19  1  6
 16 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279393

   ---

Molecule Features

Natural Product: No

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: 403.48

Molecular Weight (Monoisotopic): 403.1995

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 86.25

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.69

CX Basic pKa: 0.00

CX LogP: 4.46

CX LogD: 1.81

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 2.18

References

1. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Exploration of artemisinin derivatives and synthetic peroxides in antimalarial drug discovery research.,  213  [PMID:33508479] [10.1016/j.ejmech.2021.113193]

Source

Source(1):

• Scientific Literature