DNDI1417065

ID: ALA3145327

Cas Number: 891457-33-3

PubChem CID: 8030671

Max Phase: Preclinical

Molecular Formula: C15H18N4O

Molecular Weight: 270.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1c(C)[nH]n(-c2nc3ccccc3[nH]2)c1=O

Standard InChI:  InChI=1S/C15H18N4O/c1-3-4-7-11-10(2)18-19(14(11)20)15-16-12-8-5-6-9-13(12)17-15/h5-6,8-9,18H,3-4,7H2,1-2H3,(H,16,17)

Standard InChI Key:  CLYUZHRIFRYDQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    8.5384   -5.9183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7154   -5.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0273   -6.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0204   -5.2434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8054   -6.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2197   -5.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2300   -6.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8054   -5.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4381   -5.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449   -6.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7760   -7.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4803   -6.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4699   -5.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -5.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -6.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3942   -7.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0690   -8.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -6.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -5.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9898   -8.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  2  2  0
  7  2  1  0
  8  4  1  0
  9  6  1  0
 10  7  1  0
 11  3  2  0
 12  5  1  0
 13  8  1  0
 14  9  2  0
 15 10  2  0
 16 12  1  0
 17 16  1  0
 18 15  1  0
 19 14  1  0
 20 17  1  0
  5  8  2  0
  9 10  1  0
 19 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3145327

   1-(1H-benzimidazol-2-yl)-4-butyl-3-methyl-1H-pyrazol-5-ol

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: 270.34

Molecular Weight (Monoisotopic): 270.1481

AlogP: 2.69

#Rotatable Bonds: 4

Polar Surface Area: 66.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.70

CX Basic pKa: 1.03

CX LogP: 2.98

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -1.07

References

1. 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(1):

• Drugs for Neglected Diseases Initiative (DNDi)