(1S,3S)-1-(3,4-Dihydroxybenzyl)-2-formyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-(2-bromophenyl)carboxylate

ID: ALA5173626

Chembl Id: CHEMBL5173626

PubChem CID: 168274839

Max Phase: Preclinical

Molecular Formula: C24H20BrNO7

Molecular Weight: 514.33

Names and Identifiers

Canonical SMILES:  O=CN1[C@H](C(=O)Oc2ccccc2Br)Cc2cc(O)c(O)cc2[C@@H]1Cc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C24H20BrNO7/c25-16-3-1-2-4-23(16)33-24(32)18-9-14-10-21(30)22(31)11-15(14)17(26(18)12-27)7-13-5-6-19(28)20(29)8-13/h1-6,8,10-12,17-18,28-31H,7,9H2/t17-,18-/m0/s1

Standard InChI Key:  KRCQYRQHZLIKDE-ROUUACIJSA-N

Alternative Forms

1. Parent:

   

   ALA5173626

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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: 514.33

Molecular Weight (Monoisotopic): 513.0423

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 127.53

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.93

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: 0.51

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