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

ID: ALA4278803

Chembl Id: CHEMBL4278803

PubChem CID: 145979842

Max Phase: Preclinical

Molecular Formula: C32H50N10O15

Molecular Weight: 814.81

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](NC(=O)[C@@H](N)CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(N)=O)nn2)OC(C(=O)O)=C[C@@H]1O

Standard InChI:  InChI=1S/C32H50N10O15/c1-14(43)36-25-20(44)11-22(32(55)56)57-27(25)26(50)21(45)13-42-12-15(40-41-42)10-19(39-29(52)16(34)5-7-23(46)47)31(54)38-18(4-2-3-9-33)30(53)37-17(28(35)51)6-8-24(48)49/h11-12,16-21,25-27,44-45,50H,2-10,13,33-34H2,1H3,(H2,35,51)(H,36,43)(H,37,53)(H,38,54)(H,39,52)(H,46,47)(H,48,49)(H,55,56)/t16-,17-,18-,19-,20-,21+,25+,26+,27+/m0/s1

Standard InChI Key:  OBDMVUIUOUXDHX-XUQFDIJKSA-N

Alternative Forms

1. Parent:

   

   ALA4278803

   ---

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: 814.81

Molecular Weight (Monoisotopic): 814.3457

AlogP: -6.10

#Rotatable Bonds: 25

Polar Surface Area: 424.06

Molecular Species: ZWITTERION

HBA: 17

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.85

CX Basic pKa: 14.55

CX LogP: -12.19

CX LogD: -15.09

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.04

Np Likeness Score: 0.36

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