(3R,4S)-3-acetamido-2-((1R,2R)-3-((S)-3-((S)-2-aminopropanethioamido)-3-carboxypropanoyloxy)-1,2-dihydroxypropyl)-4-guanidino-3,4-dihydro-2H-pyran-6-carboxylic acid

ID: ALA4165361

Chembl Id: CHEMBL4165361

PubChem CID: 145953293

Max Phase: Preclinical

Molecular Formula: C19H30N6O10S

Molecular Weight: 534.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1C([C@H](O)[C@H](O)COC(=O)C[C@H](NC(=S)[C@H](C)N)C(=O)O)OC(C(=O)O)=C[C@@H]1NC(=N)N

Standard InChI:  InChI=1S/C19H30N6O10S/c1-6(20)16(36)24-9(17(30)31)4-12(28)34-5-10(27)14(29)15-13(23-7(2)26)8(25-19(21)22)3-11(35-15)18(32)33/h3,6,8-10,13-15,27,29H,4-5,20H2,1-2H3,(H,23,26)(H,24,36)(H,30,31)(H,32,33)(H4,21,22,25)/t6-,8-,9-,10+,13+,14+,15?/m0/s1

Standard InChI Key:  UVDFTXXGVXYCLH-HPRLGXLJSA-N

Alternative Forms

1. Parent:

   

   ALA4165361

   ---

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: 534.55

Molecular Weight (Monoisotopic): 534.1744

AlogP: -3.92

#Rotatable Bonds: 12

Polar Surface Area: 279.64

Molecular Species: ZWITTERION

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.07

CX Basic pKa: 11.69

CX LogP: -8.24

CX LogD: -8.24

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.05

Np Likeness Score: 0.80

References

1. Foley DW, Pathak RB, Phillips TR, Wilson GL, Bailey PD, Pieri M, Senan A, Meredith D..  (2018)  Thiodipeptides targeting the intestinal oligopeptide transporter as a general approach to improving oral drug delivery.,  156  [PMID:30006163] [10.1016/j.ejmech.2018.06.064]

Source

Source(1):

• Scientific Literature