ID: ALA5273022

Max Phase: Preclinical

Molecular Formula: C20H18N2O3S

Molecular Weight: 366.44

Names and Identifiers

Canonical SMILES:  CS1(C2=CC(=O)C3=C(C2)c2nccc4cccc(c24)N3)CCC(=O)OC1

Standard InChI:  InChI=1S/C20H18N2O3S/c1-26(8-6-17(24)25-11-26)13-9-14-19(16(23)10-13)22-15-4-2-3-12-5-7-21-20(14)18(12)15/h2-5,7,10,22H,6,8-9,11H2,1H3

Standard InChI Key:  ARXWLSVXOGPTMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    1.5729    1.0319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    0.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017    1.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171    0.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189   -0.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074   -1.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2939   -1.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5786   -1.4427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5767   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8613   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -0.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5674   -0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422    1.8536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8594    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2808   -0.6243    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7491   -1.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5647    0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3774    0.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9063   -0.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7189   -0.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6223   -1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -1.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2902   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  2  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  8  7  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 13 12  1  0
 14 13  2  0
 14 15  1  0
 15 16  2  0
 17 15  1  0
 17 11  2  0
  1 17  1  0
 18 13  1  0
 18 19  1  0
 20 18  1  0
 21 20  1  0
 22 21  1  0
 22 23  2  0
 24 22  1  0
 25 18  1  0
 24 25  1  0
 26  6  1  0
 26 10  1  0
  2 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273022

   ---

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: 366.44

Molecular Weight (Monoisotopic): 366.1038

AlogP: 3.57

#Rotatable Bonds: 1

Polar Surface Area: 68.29

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.71

CX Basic pKa: 7.92

CX LogP: -3.27

CX LogD: -2.20

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: 0.27

References

1. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK..  (2017)  Drug development against tuberculosis: Impact of alkaloids.,  137  [PMID:28628823] [10.1016/j.ejmech.2017.06.005]

Source

Source(1):

• Scientific Literature