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

ID: ALA198486

Chembl Id: CHEMBL198486

PubChem CID: 11673545

Max Phase: Preclinical

Molecular Formula: C15H22N2O3

Molecular Weight: 278.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H22N2O3/c1-3-4-5-15(19)17-9-8-14(18)12-10-11(20-2)6-7-13(12)16/h6-7,10H,3-5,8-9,16H2,1-2H3,(H,17,19)

Standard InChI Key:  NIHAVLRSGQXMMA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA198486

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

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: 278.35

Molecular Weight (Monoisotopic): 278.1630

AlogP: 2.16

#Rotatable Bonds: 8

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: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -0.61

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