ID: ALA2071427

Max Phase: Preclinical

Molecular Formula: C12H8N2O

Molecular Weight: 196.21

Molecule Type: Small molecule

Representations

Synonyms (1): 2-Hydroxyphenazine
Synonyms from Alternative Forms(1):

Canonical SMILES:  Oc1ccc2nc3ccccc3nc2c1

Standard InChI:  InChI=1S/C12H8N2O/c15-8-5-6-11-12(7-8)14-10-4-2-1-3-9(10)13-11/h1-7,15H

Standard InChI Key:  RETSEGNZNUBJRB-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: 196.21

Molecular Weight (Monoisotopic): 196.0637

AlogP: 2.49

#Rotatable Bonds: 0

Polar Surface Area: 46.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.56

CX Basic pKa: 2.78

CX LogP: 2.76

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: -0.07

References

1. Ohlendorf B, Schulz D, Erhard A, Nagel K, Imhoff JF..  (2012)  Geranylphenazinediol, an acetylcholinesterase inhibitor produced by a Streptomyces species.,  75  (7): [PMID:22775474] [10.1021/np2009626]

2. Mehnaz S, Saleem RS, Yameen B, Pianet I, Schnakenburg G, Pietraszkiewicz H, Valeriote F, Josten M, Sahl HG, Franzblau SG, Gross H..  (2013)  Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.,  76  (2): [PMID:23402329] [10.1021/np3005166]

3. Shi Y, Zaleta-Pinet DA, Clark BR..  (2020)  Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese Pseudomonas aurantiaca Strain.,  83  (2): [PMID:31999458] [10.1021/acs.jnatprod.9b00315]

Source

Source(1):

• Scientific Literature