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

ID: ALA5169494

Chembl Id: CHEMBL5169494

PubChem CID: 168269344

Max Phase: Preclinical

Molecular Formula: C12H20N6O7

Molecular Weight: 360.33

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)N[C@@H](CC(N)=O)c1nc([C@H](N)CO)no1)C(=O)O

Standard InChI:  InChI=1S/C12H20N6O7/c1-4(20)8(11(22)23)16-12(24)15-6(2-7(14)21)10-17-9(18-25-10)5(13)3-19/h4-6,8,19-20H,2-3,13H2,1H3,(H2,14,21)(H,22,23)(H2,15,16,24)/t4-,5-,6+,8+/m1/s1

Standard InChI Key:  HFOBENSCBRZVSP-NRFSWKIWSA-N

Alternative Forms

1. Parent:

   

   ALA5169494

   ---

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: 360.33

Molecular Weight (Monoisotopic): 360.1393

AlogP: -2.89

#Rotatable Bonds: 9

Polar Surface Area: 226.92

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.50

CX Basic pKa: 6.97

CX LogP: -5.95

CX LogD: -6.43

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.24

Np Likeness Score: -0.60

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