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

ID: ALA369941

Chembl Id: CHEMBL369941

Cas Number: 52450-39-2

PubChem CID: 390658

Max Phase: Preclinical

Molecular Formula: C12H16N2O3

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Kinurenamine | 52450-39-2|AMK kynuramine CPD|AMKA|N-Acetyl-5-methoxy kynurenamine|YY9B6V6WK3|N-acetyl-5-methoxykynuramine|KINURENAMINE|N(1)-Acetyl-5-methoxykynuramine|n-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]acetamide|N(gamma)-Acetyl-5-methoxykynurenamine|UNII-YY9B6V6WK3|Acetamide, N-(3-(2-amino-5-methoxyphenyl)-3-oxopropyl)-|NSC-688265|Acetamide, N-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]-|N-[3-(2-amino-5-methoxyphenyl]-3-oxopropyl]acetamide|N-(3-(2-AMINO-5-METHOXYPHENYL)-3-OXOPROPYL)ACETAMIShow More⌵

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

Standard InChI:  InChI=1S/C12H16N2O3/c1-8(15)14-6-5-12(16)10-7-9(17-2)3-4-11(10)13/h3-4,7H,5-6,13H2,1-2H3,(H,14,15)

Standard InChI Key:  RJQIZOKNUKRKTP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA369941

   KINURENAMINE

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: 236.27

Molecular Weight (Monoisotopic): 236.1161

AlogP: 0.99

#Rotatable Bonds: 5

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: 0.33

CX LogD: 0.33

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: -0.57

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. López Cara LC, Camacho ME, Carrión MD, Tapias V, Gallo MA, Escames G, Acuña-Castroviejo D, Espinosa A, Entrena A..  (2009)  Phenylpyrrole derivatives as neural and inducible nitric oxide synthase (nNOS and iNOS) inhibitors.,  44  (6): [PMID:19117642] [10.1016/j.ejmech.2008.11.013]

3. PubChem BioAssay data set, 

4. 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(2):

• Scientific Literature
• PubChem BioAssays