US9162991, 4d

Names and Identifiers

Canonical SMILES: O=C(/C=C/c1ccc([N+](=O)[O-])cc1)c1cn(Cc2ccc([N+](=O)[O-])cc2)nn1

Standard InChI: InChI=1S/C18H13N5O5/c24-18(10-5-13-1-6-15(7-2-13)22(25)26)17-12-21(20-19-17)11-14-3-8-16(9-4-14)23(27)28/h1-10,12H,11H2/b10-5+

Standard InChI Key: CVKOJPBBOPIMAL-BJMVGYQFSA-N

Molfile:

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M  CHG  4   1  -1   2   1  24   1  25  -1
M  END

Alternative Forms

Parent:

ALA3893064
Triazole derivative 1

Associated Targets(Human)

TGM2 Tchem Protein-glutamine gamma-glutamyltransferase (1221 Activities)

Discover Target: TGM2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

TGM2 Protein-glutamine gamma-glutamyltransferase 2 (55 Activities)

Discover Target: TGM2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Biocomponents

Calculated Properties

Molecular Weight: 379.33	Molecular Weight (Monoisotopic): 379.0917	AlogP: 3.04	#Rotatable Bonds: 7
Polar Surface Area: 134.06	Molecular Species: NEUTRAL	HBA: 8	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 10	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 3.93	CX LogD: 3.93
Aromatic Rings: 3	Heavy Atoms: 28	QED Weighted: 0.27	Np Likeness Score: -1.28

References

1. (2015) Cinnamoyl inhibitors of transglutaminase,
2. Apperley KYP, Roy I, Saucier V, Brunet-Filion N, Piscopo SP, Pardin C, De Francesco É, Hao C, Keillor JW.. (2017) Development of new scaffolds as reversible tissue transglutaminase inhibitors, with improved potency or resistance to glutathione addition., 8 (2): [PMID:30108749] [10.1039/C6MD00565A]

Source

Source(2):