N1-(2-methoxyethyl)-N6-(1H-pyrazolo[4,3-b]pyridin-3-yl)isoquinoline-1,6-diamine

ID: ALA4797966

PubChem CID: 162674608

Max Phase: Preclinical

Molecular Formula: C18H18N6O

Molecular Weight: 334.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCNc1nccc2cc(Nc3n[nH]c4cccnc34)ccc12

Standard InChI:  InChI=1S/C18H18N6O/c1-25-10-9-21-17-14-5-4-13(11-12(14)6-8-20-17)22-18-16-15(23-24-18)3-2-7-19-16/h2-8,11H,9-10H2,1H3,(H,20,21)(H2,22,23,24)

Standard InChI Key:  BPTCIHDKCDLGHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   28.9593   -3.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9582   -4.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6662   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6645   -3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3731   -3.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3738   -4.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0824   -4.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7906   -4.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7859   -3.7329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0768   -3.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2502   -4.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5428   -4.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4569   -3.7511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6577   -3.5806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7949   -4.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2511   -4.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4549   -4.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2015   -5.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7504   -5.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5445   -5.6671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0725   -2.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7780   -2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7737   -1.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4792   -0.8705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4749   -0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 15 12  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797966

   ---

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: 334.38

Molecular Weight (Monoisotopic): 334.1542

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 87.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: 8.43

CX LogP: 2.29

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.47

Np Likeness Score: -1.29

References

1. Panarese JD,Engers DW,Wu YJ,Guernon JM,Chun A,Gregro AR,Bender AM,Capstick RA,Wieting JM,Bronson JJ,Macor JE,Westphal R,Soars M,Engers JE,Felts AS,Rodriguez AL,Emmitte KA,Jones CK,Blobaum AL,Conn PJ,Niswender CM,Hopkins CR,Lindsley CW.  (2019)  The discovery of VU0652957 (VU2957, Valiglurax): SAR and DMPK challenges en route to an mGlu PAM development candidate.,  29  (2.0): [PMID:30503632] [10.1016/j.bmcl.2018.10.050]

Source

Source(1):

• Scientific Literature