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

ID: ALA372961

Chembl Id: CHEMBL372961

PubChem CID: 11601536

Max Phase: Preclinical

Molecular Formula: C15H20N2O3

Molecular Weight: 276.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N)c(C(=O)CCNC(=O)C2CCC2)c1

Standard InChI:  InChI=1S/C15H20N2O3/c1-20-11-5-6-13(16)12(9-11)14(18)7-8-17-15(19)10-3-2-4-10/h5-6,9-10H,2-4,7-8,16H2,1H3,(H,17,19)

Standard InChI Key:  FPVWJVADQYNIPH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA372961

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

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: 276.34

Molecular Weight (Monoisotopic): 276.1474

AlogP: 1.77

#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: 3.19

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: -0.88

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