1'-(4-Fluorobenzyl)-1H'-lup-2-eno-[2,3-d]-[1,2,3]-triazole-28-oic Acid

ID: ALA4855928

Chembl Id: CHEMBL4855928

PubChem CID: 164610241

Max Phase: Preclinical

Molecular Formula: C37H50FN3O2

Molecular Weight: 587.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)Cc6nnn(Cc7ccc(F)cc7)c6C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C37H50FN3O2/c1-22(2)25-14-17-37(32(42)43)19-18-35(6)26(30(25)37)12-13-29-34(5)20-27-31(33(3,4)28(34)15-16-36(29,35)7)41(40-39-27)21-23-8-10-24(38)11-9-23/h8-11,25-26,28-30H,1,12-21H2,2-7H3,(H,42,43)/t25-,26+,28-,29+,30+,34-,35+,36+,37-/m0/s1

Standard InChI Key:  KTZLYIHGQLRQDZ-UZPZGRELSA-N

Alternative Forms

1. Parent:

   

   ALA4855928

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 587.82

Molecular Weight (Monoisotopic): 587.3887

AlogP: 8.22

#Rotatable Bonds: 4

Polar Surface Area: 68.01

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.67

CX Basic pKa: 0.62

CX LogP: 8.34

CX LogD: 5.67

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.37

Np Likeness Score: 1.43

References

1. Stevaert A, Krasniqi B, Van Loy B, Nguyen T, Thomas J, Vandeput J, Jochmans D, Thiel V, Dijkman R, Dehaen W, Voet A, Naesens L..  (2021)  Betulonic Acid Derivatives Interfering with Human Coronavirus 229E Replication via the nsp15 Endoribonuclease.,  64  (9.0): [PMID:33877845] [10.1021/acs.jmedchem.0c02124]

Source

Source(1):

• Scientific Literature