Pretazettine

ID: ALA606758

Chembl Id: CHEMBL606758

PubChem CID: 10314625

Max Phase: Preclinical

Molecular Formula: C18H21NO5

Molecular Weight: 331.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pretazettine | CHEMBL606758|SCHEMBL3864496

Canonical SMILES:  CO[C@@H]1C=C[C@@]23c4cc5c(cc4C(O)O[C@H]2CN(C)[C@H]3C1)OCO5

Standard InChI:  InChI=1S/C18H21NO5/c1-19-8-16-18(4-3-10(21-2)5-15(18)19)12-7-14-13(22-9-23-14)6-11(12)17(20)24-16/h3-4,6-7,10,15-17,20H,5,8-9H2,1-2H3/t10-,15+,16+,17?,18+/m1/s1

Standard InChI Key:  KLJOYDMUWKSYBP-WXNLUCNWSA-N

Alternative Forms

1. Parent:

   

   ALA606758

   PRETAZETTINE

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: 331.37

Molecular Weight (Monoisotopic): 331.1420

AlogP: 1.33

#Rotatable Bonds: 1

Polar Surface Area: 60.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 7.71

CX LogP: 1.10

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: 2.50

References

1. Santana L, González-Díaz H, Quezada E, Uriarte E, Yáñez M, Viña D, Orallo F..  (2008)  Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.,  51  (21): [PMID:18834112] [10.1021/jm800656v]

2. Gabrielsen B, Monath TP, Huggins JW, Kefauver DF, Pettit GR, Groszek G, Hollingshead M, Kirsi JJ, Shannon WM, Schubert EM..  (1992)  Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.,  55  (11): [PMID:1336040] [10.1021/np50089a003]

Source

Source(1):

• Scientific Literature