3-[1-(5-Methoxy-1-methyl-1H-indol-3-yl)-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid dimethylamide

ID: ALA322153

Chembl Id: CHEMBL322153

PubChem CID: 44335875

Max Phase: Preclinical

Molecular Formula: C21H21N3O4S

Molecular Weight: 411.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(/C=C1\C(=O)Nc3ccc(S(=O)(=O)N(C)C)cc31)cn2C

Standard InChI:  InChI=1S/C21H21N3O4S/c1-23(2)29(26,27)15-6-7-19-17(11-15)18(21(25)22-19)9-13-12-24(3)20-8-5-14(28-4)10-16(13)20/h5-12H,1-4H3,(H,22,25)/b18-9-

Standard InChI Key:  IUYOPWGGWWAKPE-NVMNQCDNSA-N

Alternative Forms

1. Parent:

   

   ALA322153

   (3Z)-3-[(5-methoxy-1-methylindol-3-yl)methylidene]-N,N-dimethyl-2-oxo-1H-indole-5-sulfonamide

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: 411.48

Molecular Weight (Monoisotopic): 411.1253

AlogP: 2.93

#Rotatable Bonds: 4

Polar Surface Area: 80.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.73

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.34

References

1. Lai JY, Cox PJ, Patel R, Sadiq S, Aldous DJ, Thurairatnam S, Smith K, Wheeler D, Jagpal S, Parveen S, Fenton G, Harrison TK, McCarthy C, Bamborough P..  (2003)  Potent small molecule inhibitors of spleen tyrosine kinase (Syk).,  13  (18): [PMID:12941345] [10.1016/s0960-894x(03)00658-9]

2. Kaur M, Singh M, Silakari O..  (2013)  Inhibitors of switch kinase 'spleen tyrosine kinase' in inflammation and immune-mediated disorders: a review.,  67  [PMID:23917087] [10.1016/j.ejmech.2013.04.070]

3. Tammiku-Taul J,Park R,Jaanson K,Luberg K,Dobchev DA,Kananovich D,Noole A,Mandel M,Kaasik A,Lopp M,Timmusk T,Karelson M.  (2016)  Indole-like Trk receptor antagonists.,  121  [PMID:27318978] [10.1016/j.ejmech.2016.06.003]

Source

Source(1):

• Scientific Literature