tenuazonic acid

ID: ALA511015

Chembl Id: CHEMBL511015

PubChem CID: 135439935

Max Phase: Preclinical

Molecular Formula: C10H15NO3

Molecular Weight: 197.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: tenuazonic acid

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)C(C(C)=O)=C1O

Standard InChI:  InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)/t5-,8-/m0/s1

Standard InChI Key:  CEIZFXOZIQNICU-XNCJUZBTSA-N

Alternative Forms

1. Parent:

   

   ALA511015

   TENUAZONIC ACID

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

Calculated Properties

Molecular Weight: 197.23

Molecular Weight (Monoisotopic): 197.1052

AlogP: 0.93

#Rotatable Bonds: 3

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.03

CX Basic pKa:

CX LogP: 0.57

CX LogD: -2.57

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.66

Np Likeness Score: 1.79

References

1. Aly AH, Edrada-Ebel R, Indriani ID, Wray V, Müller WE, Totzke F, Zirrgiebel U, Schächtele C, Kubbutat MH, Lin WH, Proksch P, Ebel R..  (2008)  Cytotoxic metabolites from the fungal endophyte Alternaria sp. and their subsequent detection in its host plant Polygonum senegalense.,  71  (6): [PMID:18494522] [10.1021/np070447m]

2. Chang CH, Lee YC, Hsiao G, Chang LK, Chi WC, Cheng YC, Huang SJ, Wang TC, Lu YS, Lee TH..  (2022)  Anti-Epstein-Barr Viral Agents from the Medicinal Herb-Derived Fungus Alternaria alstroemeriae Km2286.,  85  (11.0): [PMID:36346918] [10.1021/acs.jnatprod.2c00783]

Source

Source(1):

• Scientific Literature