TCMDC-131865

ID: ALA547724

Chembl Id: CHEMBL547724

PubChem CID: 44523263

Max Phase: Preclinical

Molecular Formula: C22H21ClI2N4O2

Molecular Weight: 626.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-131865 | TCMDC-131865 | TCMDC-131865|CHEMBL547724

Canonical SMILES:  Cl.N=C(N)c1ccc(OCc2cccc(COc3ccc(C(=N)N)cc3I)c2)c(I)c1

Standard InChI:  InChI=1S/C22H20I2N4O2.ClH/c23-17-9-15(21(25)26)4-6-19(17)29-11-13-2-1-3-14(8-13)12-30-20-7-5-16(22(27)28)10-18(20)24;/h1-10H,11-12H2,(H3,25,26)(H3,27,28);1H

Standard InChI Key:  ZRKQZKKKWPVCES-UHFFFAOYSA-N

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: 626.24

Molecular Weight (Monoisotopic): 625.9676

AlogP: 4.62

#Rotatable Bonds: 8

Polar Surface Area: 118.20

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.82

CX LogP: 4.81

CX LogD: -0.01

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.17

Np Likeness Score: -0.37

References

1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

2. Geratz JD, Cheng MC, Tidwell RR..  (1976)  Novel bis(benzamidino) compounds with an aromatic central link. Inhibitors of thrombin, pancreatic kallikrein, trypsin, and complement.,  19  (5): [PMID:1271404] [10.1021/jm00227a011]

Source

Source(2):

• Scientific Literature
• GSK Malaria Screening