ID: ALA5285464

Max Phase: Preclinical

Molecular Formula: C21H28ClNO4

Molecular Weight: 393.91

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H28ClNO4/c1-12-4-9-17-13(2)18(23-15-7-5-14(22)6-8-15)24-19-21(17)16(12)10-11-20(3,25-19)26-27-21/h5-8,12-13,16-19,23H,4,9-11H2,1-3H3/t12-,13-,16+,17+,18?,19-,20+,21-/m1/s1

Standard InChI Key:  SIYJGJKXIBNSSF-YYPWPMNRSA-N

Molfile:  

 
     RDKit          2D

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    0.7134    1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    2.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    0.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0930    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    2.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683    2.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952    1.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952    1.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -0.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133   -0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421   -0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    3.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133   -1.4447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -1.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011   -2.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -3.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281   -2.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7181   -1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1424   -3.0923    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  1
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  1 11  1  1
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  9 13  1  0
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  5 17  1  0
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  2 19  1  6
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 22 21  2  0
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 25 24  1  0
 26 25  2  0
 21 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285464

   ---

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: 393.91

Molecular Weight (Monoisotopic): 393.1707

AlogP: 4.96

#Rotatable Bonds: 2

Polar Surface Area: 48.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 1.19

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: 2.10

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