ID: ALA502768

Max Phase: Preclinical

Molecular Formula: C16H13ClN2

Molecular Weight: 232.29

Molecule Type: Small molecule

Representations

Synonyms (1): Isocryptolepine HCl
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cl.Cn1cc2c3ccccc3nc-2c2ccccc21

Standard InChI:  InChI=1S/C16H12N2.ClH/c1-18-10-13-11-6-2-4-8-14(11)17-16(13)12-7-3-5-9-15(12)18;/h2-10H,1H3;1H

Standard InChI Key:  XLVRZMDWXLZHQC-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

Properties

Molecular Weight: 232.29

Molecular Weight (Monoisotopic): 232.1000

AlogP: 3.83

#Rotatable Bonds: 0

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.68

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.45

Np Likeness Score: -0.54

References

1. Van Miert S, Hostyn S, Maes BU, Cimanga K, Brun R, Kaiser M, Mátyus P, Dommisse R, Lemière G, Vlietinck A, Pieters L..  (2005)  Isoneocryptolepine, a synthetic indoloquinoline alkaloid, as an antiplasmodial lead compound.,  68  (5): [PMID:15921407] [10.1021/np0496284]

2. Van Baelen G, Hostyn S, Dhooghe L, Tapolcsányi P, Mátyus P, Lemière G, Dommisse R, Kaiser M, Brun R, Cos P, Maes L, Hajós G, Riedl Z, Nagy I, Maes BU, Pieters L..  (2009)  Structure-activity relationship of antiparasitic and cytotoxic indoloquinoline alkaloids, and their tricyclic and bicyclic analogues.,  17  (20): [PMID:19781948] [10.1016/j.bmc.2009.08.057]

3. Whittell LR, Batty KT, Wong RP, Bolitho EM, Fox SA, Davis TM, Murray PE..  (2011)  Synthesis and antimalarial evaluation of novel isocryptolepine derivatives.,  19  (24): [PMID:22055713] [10.1016/j.bmc.2011.10.037]

Source

Source(1):

• Scientific Literature