3-(2-(1-(2-(dimethylamino)acetyl)-6-methoxy-1,2,3,4-tetrahydroquinolin-7-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)thiophene-2-carboxamide

ID: ALA456252

Chembl Id: CHEMBL456252

PubChem CID: 25210971

Max Phase: Preclinical

Molecular Formula: C25H28N8O3S

Molecular Weight: 520.62

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GSK2110236A | GSK2110236A|CHEMBL456252|SCHEMBL13393625|HMS3304K01|HMS3305M15|BDBM50265870|NSC756152|NSC-756152|NCGC00242245-01|AB01092328-01|3-((2-((1-(Dimethylglycyl)-6-methoxy-1,2,3,4-tetrahydroquinolin-7-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)thiophene-2-carboxamide|3-(2-(1-(2-(dimethylamino)acetyl)-6-methoxy-1,2,3,4-tetrahydroquinolin-7-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)thiophene-2-carboxamide

Canonical SMILES:  COc1cc2c(cc1Nc1nc(Nc3ccsc3C(N)=O)c3cc[nH]c3n1)N(C(=O)CN(C)C)CCC2

Standard InChI:  InChI=1S/C25H28N8O3S/c1-32(2)13-20(34)33-9-4-5-14-11-19(36-3)17(12-18(14)33)29-25-30-23-15(6-8-27-23)24(31-25)28-16-7-10-37-21(16)22(26)35/h6-8,10-12H,4-5,9,13H2,1-3H3,(H2,26,35)(H3,27,28,29,30,31)

Standard InChI Key:  KKPGTCOUMOPLRX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA456252

   GSK-2110236A

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: 520.62

Molecular Weight (Monoisotopic): 520.2005

AlogP: 3.45

#Rotatable Bonds: 8

Polar Surface Area: 141.50

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.39

CX Basic pKa: 7.18

CX LogP: 4.05

CX LogD: 3.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -1.60

References

1. Chamberlain SD, Redman AM, Patnaik S, Brickhouse K, Chew YC, Deanda F, Gerding R, Lei H, Moorthy G, Patrick M, Stevens KL, Wilson JW, Brad Shotwell J..  (2009)  Optimization of a series of 4,6-bis-anilino-1H-pyrrolo[2,3-d]pyrimidine inhibitors of IGF-1R: elimination of an acid-mediated decomposition pathway.,  19  (2): [PMID:19081716] [10.1016/j.bmcl.2008.11.065]

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