2-(furan-2-yl)-[1,2,4]triazolo[1,5-c]quinazoline-5,9-diamine

ID: ALA5185451

PubChem CID: 168283028

Max Phase: Preclinical

Molecular Formula: C13H10N6O

Molecular Weight: 266.26

Names and Identifiers

Canonical SMILES:  Nc1ccc2nc(N)n3nc(-c4ccco4)nc3c2c1

Standard InChI:  InChI=1S/C13H10N6O/c14-7-3-4-9-8(6-7)12-17-11(10-2-1-5-20-10)18-19(12)13(15)16-9/h1-6H,14H2,(H2,15,16)

Standard InChI Key:  XEZWXDNHNPESDP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    0.1816   -2.2769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9080   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359   -1.0477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095   -0.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432   -0.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9697   -0.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9976   -1.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2711   -2.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448   -1.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6960   -0.5727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    0.2095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432    0.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505   -0.4888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623    0.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    1.7741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9696    2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6960    1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344   -2.3049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  7 11  1  0
  4 12  2  0
 13 12  1  0
 14 13  2  0
  3 14  1  0
 13 15  1  0
 16 15  1  0
 16 17  1  0
 18 17  2  0
 15 19  2  0
 19 18  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5185451

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 266.26

Molecular Weight (Monoisotopic): 266.0916

AlogP: 1.70

#Rotatable Bonds: 1

Polar Surface Area: 108.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.05

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: -1.67

References

1. Wesseler F, Lohmann S, Riege D, Halver J, Roth A, Pichlo C, Weber S, Takamiya M, Müller E, Ketzel J, Flegel J, Gihring A, Rastegar S, Bertrand J, Baumann U, Knippschild U, Peifer C, Sievers S, Waldmann H, Schade D..  (2022)  Phenotypic Discovery of Triazolo[1,5-c]quinazolines as a First-In-Class Bone Morphogenetic Protein Amplifier Chemotype.,  65  (22.0): [PMID:36346705] [10.1021/acs.jmedchem.2c01199]

Source

Source(1):

• Scientific Literature