(1S,3S)-1-(3,4-Dihydroxybenzyl)-2-acetyl-6, 7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-methyl carboxylate

ID: ALA5182912

Chembl Id: CHEMBL5182912

PubChem CID: 168279486

Max Phase: Preclinical

Molecular Formula: C20H21NO7

Molecular Weight: 387.39

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1Cc2cc(O)c(O)cc2[C@H](Cc2ccc(O)c(O)c2)N1C(C)=O

Standard InChI:  InChI=1S/C20H21NO7/c1-10(22)21-14(5-11-3-4-16(23)17(24)6-11)13-9-19(26)18(25)8-12(13)7-15(21)20(27)28-2/h3-4,6,8-9,14-15,23-26H,5,7H2,1-2H3/t14-,15-/m0/s1

Standard InChI Key:  PNFIBMZDBWSGDW-GJZGRUSLSA-N

Alternative Forms

1. Parent:

   

   ALA5182912

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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: 387.39

Molecular Weight (Monoisotopic): 387.1318

AlogP: 1.74

#Rotatable Bonds: 3

Polar Surface Area: 127.53

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.93

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.77

References

1. Liu Z, Gu S, Zhu X, Liu M, Cao Z, Qiu P, Li S, Liu S, Song G..  (2022)  Discovery and optimization of new 6, 7-dihydroxy-1, 2, 3, 4-tetrahydroisoquinoline derivatives as potent influenza virus PA_N inhibitors.,  227  [PMID:34700269] [10.1016/j.ejmech.2021.113929]

Source

Source(1):

• Scientific Literature