1-(3-fluoro-4-(2-oxo-4-(2-phenylacetamido)pyridin-1(2H)-yl)butyl)-N-(3-(trifluoromethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

ID: ALA4530893

PubChem CID: 118622521

Max Phase: Preclinical

Molecular Formula: C28H26F4N6O4

Molecular Weight: 586.55

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)Nc1ccn(CC(F)CCn2cc(C(=O)NCc3cccc(OC(F)(F)F)c3)nn2)c(=O)c1

Standard InChI:  InChI=1S/C28H26F4N6O4/c29-21(17-37-11-10-22(15-26(37)40)34-25(39)14-19-5-2-1-3-6-19)9-12-38-18-24(35-36-38)27(41)33-16-20-7-4-8-23(13-20)42-28(30,31)32/h1-8,10-11,13,15,18,21H,9,12,14,16-17H2,(H,33,41)(H,34,39)

Standard InChI Key:  OXNHPVJQBJQVDS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
    6.7013  -21.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5185  -21.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7729  -20.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1099  -20.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4512  -20.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066  -20.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2055  -21.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135  -21.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232  -21.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204  -20.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118  -20.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265  -20.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0358  -20.6230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420  -20.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4773  -20.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1886  -20.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927  -20.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6039  -20.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3081  -20.1781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0191  -20.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7227  -20.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7160  -19.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9998  -18.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2991  -19.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4196  -18.9351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1314  -19.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8349  -18.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1396  -20.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5467  -19.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5527  -20.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2637  -20.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9682  -20.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9573  -19.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2458  -18.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5866  -18.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389  -19.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988  -20.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4986  -19.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908  -18.9979    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063  -18.9976    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4941  -18.5890    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8856  -19.3733    0.0000 F   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  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14  5  1  0
  3 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 19  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 24 35  2  0
 14 36  2  0
  6 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
 17 42  1  0
M  END

Associated Targets(Human)

GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 586.55Molecular Weight (Monoisotopic): 586.1952AlogP: 3.88#Rotatable Bonds: 12
Polar Surface Area: 120.14Molecular Species: NEUTRALHBA: 8HBD: 2
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.77CX Basic pKa: CX LogP: 3.64CX LogD: 3.64
Aromatic Rings: 4Heavy Atoms: 42QED Weighted: 0.24Np Likeness Score: -1.75

References

1. Zimmermann SC, Duvall B, Tsukamoto T..  (2018)  Recent Progress in the Discovery of Allosteric Inhibitors of Kidney-Type Glutaminase.,  62  (1): [PMID:29969024] [10.1021/acs.jmedchem.8b00327]

Source