ID: ALA2071426

Max Phase: Preclinical

Molecular Formula: C12H8N2O2

Molecular Weight: 212.21

Molecule Type: Small molecule

Representations

Synonyms (1): 1,6-Phenazinediol
Synonyms from Alternative Forms(1):

Canonical SMILES:  Oc1cccc2nc3c(O)cccc3nc12

Standard InChI:  InChI=1S/C12H8N2O2/c15-9-5-1-3-7-11(9)14-8-4-2-6-10(16)12(8)13-7/h1-6,15-16H

Standard InChI Key:  JOXNFMAXWAPITK-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: 212.21

Molecular Weight (Monoisotopic): 212.0586

AlogP: 2.19

#Rotatable Bonds: 0

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.98

CX Basic pKa: 1.55

CX LogP: 2.45

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: 0.15

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. Jansen R, Sood S, Huch V, Kunze B, Stadler M, Müller R..  (2014)  Pyrronazols, metabolites from the myxobacteria Nannocystis pusilla and N. exedens, are unusual chlorinated pyrone-oxazole-pyrroles.,  77  (2): [PMID:24460410] [10.1021/np400877r]

3. Viktorsson EÖ, Melling Grøthe B, Aesoy R, Sabir M, Snellingen S, Prandina A, Høgmoen Åstrand OA, Bonge-Hansen T, Døskeland SO, Herfindal L, Rongved P..  (2017)  Total synthesis and antileukemic evaluations of the phenazine 5,10-dioxide natural products iodinin, myxin and their derivatives.,  25  (7): [PMID:28284865] [10.1016/j.bmc.2017.02.058]

Source

Source(1):

• Scientific Literature