(S)-3-((R)-4-amino-3-(4-chlorophenyl)butanoyloxy)-2-((S)-2-aminopropanethioamido)propanoic acid

ID: ALA4173276

Chembl Id: CHEMBL4173276

PubChem CID: 145950789

Max Phase: Preclinical

Molecular Formula: C16H22ClN3O4S

Molecular Weight: 387.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](N)C(=S)N[C@@H](COC(=O)C[C@@H](CN)c1ccc(Cl)cc1)C(=O)O

Standard InChI:  InChI=1S/C16H22ClN3O4S/c1-9(19)15(25)20-13(16(22)23)8-24-14(21)6-11(7-18)10-2-4-12(17)5-3-10/h2-5,9,11,13H,6-8,18-19H2,1H3,(H,20,25)(H,22,23)/t9-,11-,13-/m0/s1

Standard InChI Key:  PSPNFBNWOQJVRJ-GAFUQQFSSA-N

Alternative Forms

1. Parent:

   

   ALA4173276

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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: 387.89

Molecular Weight (Monoisotopic): 387.1020

AlogP: 1.03

#Rotatable Bonds: 9

Polar Surface Area: 127.67

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.52

CX Basic pKa: 9.97

CX LogP: -1.76

CX LogD: -3.35

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.37

Np Likeness Score: -0.06

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