(S)-2-((S)-2-aminopropanethioamido)-3-(6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoyloxy)propanoic acid

ID: ALA4168781

Chembl Id: CHEMBL4168781

PubChem CID: 145952790

Max Phase: Preclinical

Molecular Formula: C23H30N2O8S

Molecular Weight: 494.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)OC[C@H](NC(=S)[C@H](C)N)C(=O)O)C(=O)OC2

Standard InChI:  InChI=1S/C23H30N2O8S/c1-11(6-8-17(26)32-10-16(22(28)29)25-21(34)13(3)24)5-7-14-19(27)18-15(9-33-23(18)30)12(2)20(14)31-4/h5,13,16,27H,6-10,24H2,1-4H3,(H,25,34)(H,28,29)/b11-5+/t13-,16-/m0/s1

Standard InChI Key:  KLJWYKGJOCEWQM-WZEYRHAQSA-N

Alternative Forms

1. Parent:

   

   ALA4168781

   ---

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: 494.57

Molecular Weight (Monoisotopic): 494.1723

AlogP: 1.91

#Rotatable Bonds: 11

Polar Surface Area: 157.41

Molecular Species: ZWITTERION

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.75

CX Basic pKa: 9.36

CX LogP: 0.66

CX LogD: 0.65

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: 1.18

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