2-((5-(3-(1H-indol-3-yl)propyl)-1,3,4-oxadiazol-2-yl)thio)-N-(4-methylpyridin-2-yl)acetamide

ID: ALA5281050

Max Phase: Preclinical

Molecular Formula: C21H21N5O2S

Molecular Weight: 407.50

Names and Identifiers

Canonical SMILES:  Cc1ccnc(NC(=O)CSc2nnc(CCCc3c[nH]c4ccccc34)o2)c1

Standard InChI:  InChI=1S/C21H21N5O2S/c1-14-9-10-22-18(11-14)24-19(27)13-29-21-26-25-20(28-21)8-4-5-15-12-23-17-7-3-2-6-16(15)17/h2-3,6-7,9-12,23H,4-5,8,13H2,1H3,(H,22,24,27)

Standard InChI Key:  QNPIDTIJYWAOAU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
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   -4.8276   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157   -1.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258   -2.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422   -2.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -2.3044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461   -1.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175   -0.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205    0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1069    0.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099    1.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0143    1.8216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    1.7785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226    0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.5327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196    0.7683    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031    1.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001    1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836    1.7217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137    0.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5806    1.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1643    2.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1723    1.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951    0.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5422    2.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  9  7  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281050

   ---

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: 407.50

Molecular Weight (Monoisotopic): 407.1416

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 96.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.91

CX Basic pKa: 4.82

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.88

References

1. Zhu Y, Zhao J, Luo L, Gao Y, Bao H, Li P, Zhang H..  (2021)  Research progress of indole compounds with potential antidiabetic activity.,  223  [PMID:34192642] [10.1016/j.ejmech.2021.113665]

Source

Source(1):

• Scientific Literature