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

ID: ALA370400

Chembl Id: CHEMBL370400

PubChem CID: 11543506

Max Phase: Preclinical

Molecular Formula: C14H20N2O3

Molecular Weight: 264.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H20N2O3/c1-3-4-14(18)16-8-7-13(17)11-9-10(19-2)5-6-12(11)15/h5-6,9H,3-4,7-8,15H2,1-2H3,(H,16,18)

Standard InChI Key:  XDOFORDTLXTTRA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA370400

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

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: 264.32

Molecular Weight (Monoisotopic): 264.1474

AlogP: 1.77

#Rotatable Bonds: 7

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: 3.18

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: -0.68

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