ID: ALA172017

Max Phase: Preclinical

Molecular Formula: C17H13F3N2O3S

Molecular Weight: 233.29

Molecule Type: Small molecule

Representations

Synonyms (1): 5-N-Methylquindolinium Triflate
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[n+]1c2ccccc2cc2[nH]c3ccccc3c21.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C16H12N2.CHF3O3S/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14;2-1(3,4)8(5,6)7/h2-10H,1H3;(H,5,6,7)

Standard InChI Key:  HYOKZJAQCIHROV-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: 233.29

Molecular Weight (Monoisotopic): 233.1073

AlogP: 3.30

#Rotatable Bonds: 0

Polar Surface Area: 19.67

Molecular Species: NEUTRAL

HBA: 0

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.16

CX Basic pKa:

CX LogP: -1.02

CX LogD: -1.03

Aromatic Rings: 4

Heavy Atoms: 18

QED Weighted: 0.45

Np Likeness Score: 0.73

References

1. Arzel E, Rocca P, Grellier P, Labaeïd M, Frappier F, Guéritte F, Gaspard C, Marsais F, Godard A, Quéguiner G..  (2001)  New synthesis of benzo-delta-carbolines, cryptolepines, and their salts: in vitro cytotoxic, antiplasmodial, and antitrypanosomal activities of delta-carbolines, benzo-delta-carbolines, and cryptolepines.,  44  (6): [PMID:11300877] [10.1021/jm0010419]

2. Yang SW, Abdel-Kader M, Malone S, Werkhoven MC, Wisse JH, Bursuker I, Neddermann K, Fairchild C, Raventos-Suarez C, Menendez AT, Lane K, Kingston DG..  (1999)  Synthesis and biological evaluation of analogues of cryptolepine, an alkaloid isolated from the Suriname rainforest.,  62  (7): [PMID:10425120] [10.1021/np990035g]

Source

Source(1):

• Scientific Literature