3-(6-(1-Methyl-1H-pyrazol-5-yl)-4-vinyl-1H-benzo[d][1,2,3]triazol-1-yl)phenol

ID: ALA4547821

PubChem CID: 155553296

Max Phase: Preclinical

Molecular Formula: C18H15N5O

Molecular Weight: 317.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=Cc1cc(-c2ccnn2C)cc2c1nnn2-c1cccc(O)c1

Standard InChI:  InChI=1S/C18H15N5O/c1-3-12-9-13(16-7-8-19-22(16)2)10-17-18(12)20-21-23(17)14-5-4-6-15(24)11-14/h3-11,24H,1H2,2H3

Standard InChI Key:  FUCMPBZHQGJGOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    6.7766  -22.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4863  -22.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4835  -21.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7748  -21.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0686  -22.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0698  -21.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2936  -21.2069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126  -21.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2916  -22.5281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405  -23.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395  -23.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858  -24.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5319  -24.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351  -24.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5851  -23.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1952  -22.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2819  -23.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0815  -23.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4890  -22.9544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9412  -22.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1861  -24.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1098  -21.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7711  -20.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615  -19.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
  2 16  1  0
 12 21  1  0
 20 22  1  0
  4 23  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547821

   ---

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: 317.35

Molecular Weight (Monoisotopic): 317.1277

AlogP: 3.17

#Rotatable Bonds: 3

Polar Surface Area: 68.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: 2.11

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.14

References

1. Beatty JW, Lindsey EA, Thomas-Tran R, Debien L, Mandal D, Jeffrey JL, Tran AT, Fournier J, Jacob SD, Yan X, Drew SL, Ginn E, Chen A, Pham AT, Zhao S, Jin L, Young SW, Walker NP, Leleti MR, Moschütz S, Sträter N, Powers JP, Lawson KV..  (2020)  Discovery of Potent and Selective Non-Nucleotide Small Molecule Inhibitors of CD73.,  63  (8): [PMID:32212732] [10.1021/acs.jmedchem.9b01713]

Source

Source(1):

• Scientific Literature