ID: ALA173684

Max Phase: Preclinical

Molecular Formula: C16H12N2

Molecular Weight: 232.29

Molecule Type: Small molecule

Representations

Synonyms (1): 11-Methylquindoline
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1c2nc3ccccc3c-2[nH]c2ccccc12

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

Standard InChI Key:  VDGNTWJMAVSMRW-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: 4.13

#Rotatable Bonds: 0

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.25

CX Basic pKa: 4.57

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.48

Np Likeness Score: 0.02

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