JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.

྾

(+/-)-Isopropyl 2-Methyl-4-(thiophen-2-yl)-1,4-dihydrobenzo-[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate

ID: ALA3785353

Chembl Id: CHEMBL3785353

PubChem CID: 17198003

Max Phase: Preclinical

Molecular Formula: C19H19N3O2S

Molecular Weight: 353.45

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC1=C(C(=O)OC(C)C)C(c2cccs2)n2c(nc3ccccc32)N1

Standard InChI: InChI=1S/C19H19N3O2S/c1-11(2)24-18(23)16-12(3)20-19-21-13-7-4-5-8-14(13)22(19)17(16)15-9-6-10-25-15/h4-11,17H,1-3H3,(H,20,21)

Standard InChI Key: DUINPKHJLSSVHN-UHFFFAOYSA-N

Parent:

ALA3785353
Propan-2-yl 2-methyl-4-thiophen-2-yl-1,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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

ADORA2A Tclin Adenosine A2a receptor (16305 Activities)

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

ADORA2B Tclin Adenosine A2b receptor (7672 Activities)

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

ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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

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

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

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

Molecular Weight: 353.45	Molecular Weight (Monoisotopic): 353.1198	AlogP: 4.34	#Rotatable Bonds: 3
Polar Surface Area: 56.15	Molecular Species: NEUTRAL	HBA: 6	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.86	CX Basic pKa: 6.14	CX LogP: 4.13	CX LogD: 4.10
Aromatic Rings: 3	Heavy Atoms: 25	QED Weighted: 0.71	Np Likeness Score: -1.77

1. El Maatougui A, Azuaje J, González-Gómez M, Miguez G, Crespo A, Carbajales C, Escalante L, García-Mera X, Gutiérrez-de-Terán H, Sotelo E.. (2016) Discovery of Potent and Highly Selective A2B Adenosine Receptor Antagonist Chemotypes., 59 (5): [PMID:26824742] [10.1021/acs.jmedchem.5b01586]
2. Mallo-Abreu A, Majellaro M, Jespers W, Azuaje J, Caamaño O, García-Mera X, Brea JM, Loza MI, Gutiérrez-de-Terán H, Sotelo E.. (2019) Trifluorinated Pyrimidine-Based A2B Antagonists: Optimization and Evidence of Stereospecific Recognition., 62 (20): [PMID:31557025] [10.1021/acs.jmedchem.9b01340]
3. Mallo-Abreu A, Prieto-Díaz R, Jespers W, Azuaje J, Majellaro M, Velando C, García-Mera X, Caamaño O, Brea J, Loza MI, Gutiérrez-de-Terán H, Sotelo E.. (2020) Nitrogen-Walk Approach to Explore Bioisosteric Replacements in a Series of Potent A_2B Adenosine Receptor Antagonists., 63 (14): [PMID:32573250] [10.1021/acs.jmedchem.0c00564]

Source(1):