(2S,3R)-2-(1-((S)-3-amino-1-(3-((S)-1-amino-2-hydroxyethyl)-1,2,4-oxadiazol-5-yl)-3-oxopropylcarbamoyl)cyclopentanecarboxamido)-3-hydroxybutanoic acid

ID: ALA5173903

Chembl Id: CHEMBL5173903

PubChem CID: 168273514

Max Phase: Preclinical

Molecular Formula: C18H28N6O8

Molecular Weight: 456.46

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)C1(C(=O)N[C@@H](CC(N)=O)c2nc([C@H](N)CO)no2)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C18H28N6O8/c1-8(26)12(15(28)29)22-17(31)18(4-2-3-5-18)16(30)21-10(6-11(20)27)14-23-13(24-32-14)9(19)7-25/h8-10,12,25-26H,2-7,19H2,1H3,(H2,20,27)(H,21,30)(H,22,31)(H,28,29)/t8-,9-,10+,12+/m1/s1

Standard InChI Key:  KTKPRTUDYRHCNA-SVDPJWKOSA-N

Alternative Forms

1. Parent:

   

   ALA5173903

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.46

Molecular Weight (Monoisotopic): 456.1969

AlogP: -2.39

#Rotatable Bonds: 11

Polar Surface Area: 243.99

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.98

CX Basic pKa: 6.97

CX LogP: -5.11

CX LogD: -5.58

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.17

Np Likeness Score: -0.29

References

1. Zheng S, Zhang K, Zhang X, Xiao Y, Wang T, Jiang S..  (2022)  Development of Inhibitors Targeting the V-Domain Ig Suppressor of T Cell Activation Signal Pathway.,  65  (18.0): [PMID:36083840] [10.1021/acs.jmedchem.2c00803]

Source

Source(1):

• Scientific Literature