N-[3-[2-amino-5-methoxyphenyl]-3-oxopropyl]propionamide

ID: ALA370335

Chembl Id: CHEMBL370335

PubChem CID: 11550562

Max Phase: Preclinical

Molecular Formula: C13H18N2O3

Molecular Weight: 250.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)NCCC(=O)c1cc(OC)ccc1N

Standard InChI:  InChI=1S/C13H18N2O3/c1-3-13(17)15-7-6-12(16)10-8-9(18-2)4-5-11(10)14/h4-5,8H,3,6-7,14H2,1-2H3,(H,15,17)

Standard InChI Key:  GMPKUJAIMPRORK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA370335

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

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: 250.30

Molecular Weight (Monoisotopic): 250.1317

AlogP: 1.38

#Rotatable Bonds: 6

Polar Surface Area: 81.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.21

CX LogP: 1.03

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.59

Np Likeness Score: -0.78

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,  7  (4): [10.1039/C5MD00477B]

Source

Source(1):

• Scientific Literature