2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-N-(2-(methylamino)ethyl)-1H-imidazo[4,5-c]pyridine-7-carboxamide

ID: ALA506153

Chembl Id: CHEMBL506153

PubChem CID: 25023715

Max Phase: Preclinical

Molecular Formula: C14H18N8O2

Molecular Weight: 330.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GW876790X | GW876790X|2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-N-(2-(methylamino)ethyl)-1H-imidazo[4,5-c]pyridine-7-carboxamide|2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-N-[2-(methylamino)ethyl]-1H-imidazo[4,5-c]pyridine-7-carboxamide|CHEMBL506153|SCHEMBL4715674|BDBM24990|oxadiazole-containing compound, 2|HMS3304M01|HMS3305A16|NSC756413|NSC-756413|NCGC00242247-01|AB01092254-01

Canonical SMILES:  CCn1c(-c2nonc2N)nc2cncc(C(=O)NCCNC)c21

Standard InChI:  InChI=1S/C14H18N8O2/c1-3-22-11-8(14(23)18-5-4-16-2)6-17-7-9(11)19-13(22)10-12(15)21-24-20-10/h6-7,16H,3-5H2,1-2H3,(H2,15,21)(H,18,23)

Standard InChI Key:  RIIYKHQJSKRYKG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA506153

   GW876790X

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: 330.35

Molecular Weight (Monoisotopic): 330.1553

AlogP: 0.03

#Rotatable Bonds: 6

Polar Surface Area: 136.78

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.44

CX Basic pKa: 9.58

CX LogP: -0.90

CX LogD: -3.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -1.21

References

1. Heerding DA, Rhodes N, Leber JD, Clark TJ, Keenan RM, Lafrance LV, Li M, Safonov IG, Takata DT, Venslavsky JW, Yamashita DS, Choudhry AE, Copeland RA, Lai Z, Schaber MD, Tummino PJ, Strum SL, Wood ER, Duckett DR, Eberwein D, Knick VB, Lansing TJ, McConnell RT, Zhang S, Minthorn EA, Concha NO, Warren GL, Kumar R..  (2008)  Identification of 4-(2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-{[(3S)-3-piperidinylmethyl]oxy}-1H-imidazo[4,5-c]pyridin-4-yl)-2-methyl-3-butyn-2-ol (GSK690693), a novel inhibitor of AKT kinase.,  51  (18): [PMID:18800763] [10.1021/jm8004527]

2. PubChem BioAssay data set, 

3. Compounds: GSK PKIS; Assays: Nanosyn kinase panel,  [10.6019/CHEMBL1961873]

4. Compounds: GSK PKIS; Assays: UNC Frye lab,  [10.6019/CHEMBL2007661]

5. Data associated with the publication PLoS ONE, 8(3), e57888, (2013) PMID: 23505445. Compounds: GSK PKIS; Assays: NIH NCATS, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• GSK Published Kinase Inhibitor Set