ID: ALA1773681

Max Phase: Preclinical

Molecular Formula: C19H13N3

Molecular Weight: 283.33

Molecule Type: Small molecule

Representations

Synonyms (1): Marinoquinoline E
Synonyms from Alternative Forms(1):

Canonical SMILES:  c1ccc2c(c1)nc(-c1c[nH]c3ccccc13)c1[nH]ccc12

Standard InChI:  InChI=1S/C19H13N3/c1-3-7-16-13(6-1)15(11-21-16)19-18-14(9-10-20-18)12-5-2-4-8-17(12)22-19/h1-11,20-21H

Standard InChI Key:  UQYYXZNJDIWWEW-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 283.33

Molecular Weight (Monoisotopic): 283.1109

AlogP: 4.86

#Rotatable Bonds: 1

Polar Surface Area: 44.47

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.53

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 5

Heavy Atoms: 22

QED Weighted: 0.45

Np Likeness Score: 0.08

References

1. Okanya PW, Mohr KI, Gerth K, Jansen R, Müller R..  (2011)  Marinoquinolines A-F, pyrroloquinolines from Ohtaekwangia kribbensis (Bacteroidetes).,  74  (4): [PMID:21456549] [10.1021/np100625a]

2. Aguiar ACC, Panciera M, Simão Dos Santos EF, Singh MK, Garcia ML, de Souza GE, Nakabashi M, Costa JL, Garcia CRS, Oliva G, Correia CRD, Guido RVC..  (2018)  Discovery of Marinoquinolines as Potent and Fast-Acting Plasmodium falciparum Inhibitors with in Vivo Activity.,  61  (13): [PMID:29879353] [10.1021/acs.jmedchem.8b00143]

3. Panciera M, Lence E, Rodríguez Á, Gracia B, Aínsa JA, Marco-Marín C, Rubio V, Duarte Correia CR, González-Bello C..  (2022)  Discovery of 3H-pyrrolo[2,3-c]quinolines with activity against Mycobacterium tuberculosis by allosteric inhibition of the glutamate-5-kinase enzyme.,  232  [PMID:35219949] [10.1016/j.ejmech.2022.114206]

Source

Source(1):

• Scientific Literature