2-fluoro-N-methyl-4-(3-oxo-7-(quinolin-7-ylmethyl)-3,4-dihydroimidazo[1,2-b][1,2,4]triazin-2-yl)benzamide

ID: ALA4088155

PubChem CID: 137641599

Max Phase: Preclinical

Molecular Formula: C23H17FN6O2

Molecular Weight: 428.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(-c2nn3c(Cc4ccc5cccnc5c4)cnc3[nH]c2=O)cc1F

Standard InChI:  InChI=1S/C23H17FN6O2/c1-25-21(31)17-7-6-15(11-18(17)24)20-22(32)28-23-27-12-16(30(23)29-20)9-13-4-5-14-3-2-8-26-19(14)10-13/h2-8,10-12H,9H2,1H3,(H,25,31)(H,27,28,32)

Standard InChI Key:  CMGOMYYVKKYNAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   31.1559  -10.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2374   -8.7754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3457   -9.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5881   -9.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0323   -8.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5463  -10.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9922   -9.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1965   -9.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9537  -10.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5128  -11.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3065  -10.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9157  -11.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9387  -12.8013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4092  -12.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1578  -12.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1495  -11.7450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4435  -11.3469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7411  -11.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7494  -12.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4601  -12.9770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0333  -11.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0274  -10.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3170  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6119  -10.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6218  -11.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3328  -11.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9001  -10.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8918   -9.3365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1966  -10.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4848  -10.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3102   -9.3230    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.0455  -12.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  2  0
  6  3  2  0
  3  4  1  0
  4  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9  1  1  0
  1 12  1  0
 12 16  1  0
 15 13  2  0
 13 14  1  0
 14 12  2  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 23 31  1  0
 19 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088155

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.43

Molecular Weight (Monoisotopic): 428.1397

AlogP: 2.72

#Rotatable Bonds: 4

Polar Surface Area: 105.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.99

CX Basic pKa: 4.33

CX LogP: 2.51

CX LogD: 2.41

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.34

References

1. Xu Y, Li L, Wang Y, Xing J, Zhou L, Zhong D, Luo X, Jiang H, Chen K, Zheng M, Deng P, Chen X..  (2017)  Aldehyde Oxidase Mediated Metabolism in Drug-like Molecules: A Combined Computational and Experimental Study.,  60  (7): [PMID:28263602] [10.1021/acs.jmedchem.7b00019]

Source

Source(1):

• Scientific Literature