N-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]cyclohexanocarboxamide

ID: ALA198615

Chembl Id: CHEMBL198615

PubChem CID: 11681048

Max Phase: Preclinical

Molecular Formula: C17H24N2O3

Molecular Weight: 304.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(N)c(C(=O)CCNC(=O)C2CCCCC2)c1

Standard InChI:  InChI=1S/C17H24N2O3/c1-22-13-7-8-15(18)14(11-13)16(20)9-10-19-17(21)12-5-3-2-4-6-12/h7-8,11-12H,2-6,9-10,18H2,1H3,(H,19,21)

Standard InChI Key:  WAOKHLFSZCLVRS-UHFFFAOYSA-N

Associated Targets(Human)

NOS2 Tchem Nitric oxide synthase, inducible (1636 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Nos1 Nitric-oxide synthase, brain (2987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Kmo Kynurenine 3-monooxygenase (207 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 304.39Molecular Weight (Monoisotopic): 304.1787AlogP: 2.55#Rotatable Bonds: 6
Polar Surface Area: 81.42Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 3.17CX LogP: 2.44CX LogD: 2.44
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.62Np Likeness Score: -0.84

References

1. Entrena A, Camacho ME, Carrión MD, López-Cara LC, Velasco G, León J, Escames G, Acuña-Castroviejo D, Tapias V, Gallo MA, Vivó A, Espinosa A..  (2005)  Kynurenamines as neural nitric oxide synthase inhibitors.,  48  (26): [PMID:16366599] [10.1021/jm050740o]
2. Chayah M, Camacho ME, Carrion MD, Gallo MA, Romero M, Duarte J.  (2016)  N,N-Disubstituted thiourea and urea derivatives: design, synthesis, docking studies and biological evaluation against nitric oxide synthase,  (4): [10.1039/C5MD00477B]

Source