N-Cyclohexyl-N-[1-(1'-O-(4,6-di-O-acetyl-2,3-dideoxy-alpha-D-erythro-hex-2-enopyranosyl)-(2'-acetyl-3'-deoxy-sn-glyceryl-1H-1,2,3-triazol-4-yl)methyl]-3-(4-methoxyphenyl)-1,2,4-oxadiazol-5-amine

ID: ALA4855783

Chembl Id: CHEMBL4855783

PubChem CID: 164609697

Max Phase: Preclinical

Molecular Formula: C33H42N6O10

Molecular Weight: 682.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2noc(N(Cc3cn(C[C@H](CO[C@@H]4C=C[C@H](OC(C)=O)[C@@H](COC(C)=O)O4)OC(C)=O)nn3)C3CCCCC3)n2)cc1

Standard InChI:  InChI=1S/C33H42N6O10/c1-21(40)44-20-30-29(47-23(3)42)14-15-31(48-30)45-19-28(46-22(2)41)18-38-16-25(35-37-38)17-39(26-8-6-5-7-9-26)33-34-32(36-49-33)24-10-12-27(43-4)13-11-24/h10-16,26,28-31H,5-9,17-20H2,1-4H3/t28-,29+,30-,31+/m1/s1

Standard InChI Key:  RIQPQXFNOBROPF-ITGKQZKFSA-N

Alternative Forms

1. Parent:

   

   ALA4855783

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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: 682.73

Molecular Weight (Monoisotopic): 682.2962

AlogP: 3.40

#Rotatable Bonds: 15

Polar Surface Area: 179.46

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.33

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.13

Np Likeness Score: -0.13

References

1. Melo de Oliveira VN, Flávia do Amaral Moura C, Peixoto ADS, Gonçalves Ferreira VP, Araújo HM, Lapa Montenegro Pimentel LM, Pessoa CDÓ, Nicolete R, Versiani Dos Anjos J, Sharma PP, Rathi B, Pena LJ, Rollin P, Tatibouët A, Nascimento de Oliveira R..  (2021)  Synthesis of alkynylated 1,2,4-oxadiazole/1,2,3-1H-triazole glycoconjugates: Discovering new compounds for use in chemotherapy against lung carcinoma and Mycobacterium tuberculosis.,  220  [PMID:33940463] [10.1016/j.ejmech.2021.113472]

Source

Source(1):

• Scientific Literature