SID49645303

ID: ALA1504679

PubChem CID: 135516114

Max Phase: Preclinical

Molecular Formula: C17H13N3O2

Molecular Weight: 291.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DNDI1417156

Canonical SMILES:  Cc1ccc2[nH]c(/C(C#N)=C/c3ccc(O)c(O)c3)nc2c1

Standard InChI:  InChI=1S/C17H13N3O2/c1-10-2-4-13-14(6-10)20-17(19-13)12(9-18)7-11-3-5-15(21)16(22)8-11/h2-8,21-22H,1H3,(H,19,20)/b12-7+

Standard InChI Key:  BXDFTYGBSOXXIK-KPKJPENVSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.0032   -1.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282   -0.2171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943   -0.1701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    1.1648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593    1.9263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7093    0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789    0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789    0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843    0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933    1.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4078    0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4078    0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -0.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5907   -0.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718    1.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5907    0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1223   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0
  2 19  1  0
  3  6  2  0
  3  7  1  0
  4  6  1  0
  4  8  1  0
  5 18  3  0
  6  9  1  0
  7  8  1  0
  7 10  2  0
  8 11  2  0
  9 12  2  0
  9 18  1  0
 10 14  1  0
 11 15  1  0
 12 13  1  0
 13 16  1  0
 13 20  2  0
 14 15  2  0
 14 22  1  0
 16 17  2  0
 17 19  1  0
 19 21  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1504679

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 291.31

Molecular Weight (Monoisotopic): 291.1008

AlogP: 3.35

#Rotatable Bonds: 2

Polar Surface Area: 92.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.95

CX Basic pKa: 4.06

CX LogP: 3.60

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.50

Np Likeness Score: -0.91

References

1. PubChem BioAssay data set, 

2. Melissa L. Sykes, Jonathan B. Baell, Marcel Kaiser, Eric Chatelain, Danny Ganame, Jean-Robert Ioset, Vicky M Avery. WEHI/Eskitis Trypanosoma b. brucei screening data,  [10.6019/CHEMBL2094269]

Source

Source(2):

• PubChem BioAssays
• Drugs for Neglected Diseases Initiative (DNDi)