N,N-dimethyl-2-(3'-propoxy-5,5'-bi(1,2,4-triazin)-3-yloxy)ethanamine

ID: ALA4853103

PubChem CID: 164610703

Max Phase: Preclinical

Molecular Formula: C13H19N7O2

Molecular Weight: 305.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1nncc(-c2cnnc(OCCN(C)C)n2)n1

Standard InChI:  InChI=1S/C13H19N7O2/c1-4-6-21-12-16-10(8-14-18-12)11-9-15-19-13(17-11)22-7-5-20(2)3/h8-9H,4-7H2,1-3H3

Standard InChI Key:  LPUWNMUGLGACON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   33.6974  -16.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6963  -17.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4043  -18.0387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1140  -17.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1111  -16.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4025  -16.4013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8223  -18.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8187  -18.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5263  -19.2617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2343  -18.8519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2304  -18.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5223  -17.6268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9360  -17.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6458  -18.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3514  -17.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0612  -18.0161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7668  -17.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0654  -18.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9882  -18.0377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2808  -17.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5728  -18.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5722  -18.8538    0.0000 C   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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853103

   ---

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: 305.34

Molecular Weight (Monoisotopic): 305.1600

AlogP: 0.45

#Rotatable Bonds: 8

Polar Surface Area: 99.04

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.38

CX LogP: 0.53

CX LogD: -0.50

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.04

References

1. Priebbenow DL, Mathiew M, Shi DH, Harjani JR, Beveridge JG, Chavchich M, Edstein MD, Duffy S, Avery VM, Jacobs RT, Brand S, Shackleford DM, Wang W, Zhong L, Lee G, Tay E, Barker H, Crighton E, White KL, Charman SA, De Paoli A, Creek DJ, Baell JB..  (2021)  Discovery of Potent and Fast-Acting Antimalarial Bis-1,2,4-triazines.,  64  (7.0): [PMID:33759519] [10.1021/acs.jmedchem.1c00044]

Source

Source(1):

• Scientific Literature