3-(3-((6-(3-chlorobenzyloxy)pyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2-amine

ID: ALA4529089

PubChem CID: 138682407

Max Phase: Preclinical

Molecular Formula: C21H17ClN4O2

Molecular Weight: 392.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncccc1-c1cc(Cc2ccc(OCc3cccc(Cl)c3)nc2)no1

Standard InChI:  InChI=1S/C21H17ClN4O2/c22-16-4-1-3-15(9-16)13-27-20-7-6-14(12-25-20)10-17-11-19(28-26-17)18-5-2-8-24-21(18)23/h1-9,11-12H,10,13H2,(H2,23,24)

Standard InChI Key:  MKDGJVOXXPTNPO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.9399  -15.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9388  -16.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6468  -16.4744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3565  -16.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3537  -15.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6450  -14.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0648  -16.4725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0594  -14.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8072  -15.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3517  -14.5488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9404  -13.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1418  -14.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2699  -13.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0823  -13.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5617  -13.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3734  -13.5796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7037  -12.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2162  -12.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4062  -12.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5159  -12.7415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8444  -11.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6567  -11.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1372  -12.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9487  -12.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2780  -11.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7896  -11.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9798  -11.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1155  -10.3171    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  2  0
  5  8  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529089

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.85

Molecular Weight (Monoisotopic): 392.1040

AlogP: 4.54

#Rotatable Bonds: 6

Polar Surface Area: 87.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.87

CX LogP: 3.97

CX LogD: 3.95

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.57

References

1. Trzoss M, Covel JA, Kapoor M, Moloney MK, Soltow QA, Webb PJ, Shaw KJ..  (2019)  Synthesis of analogs of the Gwt1 inhibitor manogepix (APX001A) and in vitro evaluation against Cryptococcus spp.,  29  (23): [PMID:31668974] [10.1016/j.bmcl.2019.126713]

Source

Source(1):

• Scientific Literature