(2R,3R,4S)-3-acetamido-2-((1R,2R)-3-(4-((S)-2-amino-3-((R)-1-amino-4-carboxy-1-oxobutan-2-ylamino)-3-oxopropyl)-1H-1,2,3-triazol-1-yl)-1,2-dihydroxypropyl)-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

ID: ALA4289476

Chembl Id: CHEMBL4289476

PubChem CID: 145989735

Max Phase: Preclinical

Molecular Formula: C21H31N7O11

Molecular Weight: 557.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)Cn2cc(C[C@H](N)C(=O)N[C@H](CCC(=O)O)C(N)=O)nn2)OC(C(=O)O)=C[C@@H]1O

Standard InChI:  InChI=1S/C21H31N7O11/c1-8(29)24-16-12(30)5-14(21(37)38)39-18(16)17(34)13(31)7-28-6-9(26-27-28)4-10(22)20(36)25-11(19(23)35)2-3-15(32)33/h5-6,10-13,16-18,30-31,34H,2-4,7,22H2,1H3,(H2,23,35)(H,24,29)(H,25,36)(H,32,33)(H,37,38)/t10-,11+,12-,13+,16+,17+,18+/m0/s1

Standard InChI Key:  DRCUEAFGNLXWSO-DCPQRGJOSA-N

Alternative Forms

1. Parent:

   

   ALA4289476

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 557.52

Molecular Weight (Monoisotopic): 557.2082

AlogP: -5.06

#Rotatable Bonds: 14

Polar Surface Area: 302.54

Molecular Species: ACID

HBA: 13

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.94

CX Basic pKa: 7.41

CX LogP: -8.16

CX LogD: -11.57

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.10

Np Likeness Score: 0.33

References

1. Slack TJ, Li W, Shi D, McArthur JB, Zhao G, Li Y, Xiao A, Khedri Z, Yu H, Liu Y, Chen X..  (2018)  Triazole-linked transition state analogs as selective inhibitors against V. cholerae sialidase.,  26  (21): [PMID:30389408] [10.1016/j.bmc.2018.10.028]

Source

Source(1):

• Scientific Literature