3,6-diamino-2-(4-chlorobenzoyl)-4-(2-iodophenyl)thieno[2,3-b]pyridine-5-carbonitrile

ID: ALA2313821

Chembl Id: CHEMBL2313821

Cas Number: 161689-66-3

PubChem CID: 1729742

Max Phase: Preclinical

Molecular Formula: C21H12ClIN4OS

Molecular Weight: 530.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N)nc2sc(C(=O)c3ccc(Cl)cc3)c(N)c2c1-c1ccccc1I

Standard InChI:  InChI=1S/C21H12ClIN4OS/c22-11-7-5-10(6-8-11)18(28)19-17(25)16-15(12-3-1-2-4-14(12)23)13(9-24)20(26)27-21(16)29-19/h1-8H,25H2,(H2,26,27)

Standard InChI Key:  BYOCRHHRURIQKE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2313821

   3,6-Diamino-2-(4-chlorobenzoyl)-4-(2-iodophenyl)thieno[2,3-b]pyridine-5-carbonitrile

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: 530.78

Molecular Weight (Monoisotopic): 529.9465

AlogP: 5.49

#Rotatable Bonds: 3

Polar Surface Area: 105.79

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.21

CX LogD: 6.21

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: -1.60

References

1. Fugel W, Oberholzer AE, Gschloessl B, Dzikowski R, Pressburger N, Preu L, Pearl LH, Baratte B, Ratin M, Okun I, Doerig C, Kruggel S, Lemcke T, Meijer L, Kunick C..  (2013)  3,6-Diamino-4-(2-halophenyl)-2-benzoylthieno[2,3-b]pyridine-5-carbonitriles are selective inhibitors of Plasmodium falciparum glycogen synthase kinase-3.,  56  (1): [PMID:23214499] [10.1021/jm301575n]

Source

Source(1):

• Scientific Literature