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

ID: ALA5180810

Chembl Id: CHEMBL5180810

PubChem CID: 168271907

Max Phase: Preclinical

Molecular Formula: C20H18F3NO7

Molecular Weight: 441.36

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H18F3NO7/c1-31-18(29)13-6-10-7-16(27)17(28)8-11(10)12(24(13)19(30)20(21,22)23)4-9-2-3-14(25)15(26)5-9/h2-3,5,7-8,12-13,25-28H,4,6H2,1H3/t12-,13-/m0/s1

Standard InChI Key:  FTAAEFJIYIRDIV-STQMWFEESA-N

Alternative Forms

1. Parent:

   

   ALA5180810

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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: 441.36

Molecular Weight (Monoisotopic): 441.1035

AlogP: 2.28

#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: 3.01

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: 0.44

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