rac-Marinoquinolone A

ID: ALA5170227

Chembl Id: CHEMBL5170227

PubChem CID: 168268963

Max Phase: Preclinical

Molecular Formula: C24H23NO2

Molecular Weight: 357.45

Names and Identifiers

Canonical SMILES:  C/C=C/c1ccccc1/C=C/C=C/C(O)Cc1cc(=O)c2ccccc2[nH]1

Standard InChI:  InChI=1S/C24H23NO2/c1-2-9-18-10-3-4-11-19(18)12-5-6-13-21(26)16-20-17-24(27)22-14-7-8-15-23(22)25-20/h2-15,17,21,26H,16H2,1H3,(H,25,27)/b9-2+,12-5+,13-6+

Standard InChI Key:  SFVUMHNKSNLXEM-GWKMRCFFSA-N

Alternative Forms

1. Parent:

   

   ALA5170227

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 357.45

Molecular Weight (Monoisotopic): 357.1729

AlogP: 4.73

#Rotatable Bonds: 6

Polar Surface Area: 53.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.43

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: 0.77

References

1. Ul Karim MR, Fukaya K, In Y, Sharma AR, Harunari E, Oku N, Urabe D, Trianto A, Igarashi Y..  (2022)  Marinoquinolones and Marinobactoic Acid: Antimicrobial and Cytotoxic ortho-Dialkylbenzene-Class Metabolites Produced by a Marine Obligate Gammaproteobacterium of the Genus Marinobacterium.,  85  (7.0): [PMID:35802519] [10.1021/acs.jnatprod.2c00281]

Source

Source(1):

• Scientific Literature