Terezine D

ID: ALA513584

Chembl Id: CHEMBL513584

PubChem CID: 10245773

Max Phase: Preclinical

Molecular Formula: C19H23N3O2

Molecular Weight: 325.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Terezine D | Terezine D|CHEMBL513584|MEGxm0_000106|(3S,6S)-3-methyl-6-[[7-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]piperazine-2,5-dione

Canonical SMILES:  CC(C)=CCc1cccc2c(C[C@@H]3NC(=O)[C@H](C)NC3=O)c[nH]c12

Standard InChI:  InChI=1S/C19H23N3O2/c1-11(2)7-8-13-5-4-6-15-14(10-20-17(13)15)9-16-19(24)21-12(3)18(23)22-16/h4-7,10,12,16,20H,8-9H2,1-3H3,(H,21,24)(H,22,23)/t12-,16-/m0/s1

Standard InChI Key:  IHJVJWQYVQWURS-LRDDRELGSA-N

Alternative Forms

1. Parent:

   

   ALA513584

   TEREZINE D

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: 325.41

Molecular Weight (Monoisotopic): 325.1790

AlogP: 2.22

#Rotatable Bonds: 4

Polar Surface Area: 73.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.05

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: 1.67

References

1. Wang Y, Gloer JB, Scott JA, Malloch D..  (1995)  Terezines A-D: new amino acid-derived bioactive metabolites from the coprophilous fungus Sporormiella teretispora.,  58  (1): [PMID:7760082] [10.1021/np50115a011]

2. Li XJ, Zhang Q, Zhang AL, Gao JM..  (2012)  Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities.,  60  (13): [PMID:22409377] [10.1021/jf300146n]

Source

Source(1):

• Scientific Literature