[(3S,7R,8aS)-7-hydroxy-1,4-dioxo-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-3-yl]methyl (2S)-2-amino-3-methylbutanoate

ID: ALA4540326

Chembl Id: CHEMBL4540326

PubChem CID: 155550193

Max Phase: Preclinical

Molecular Formula: C13H21N3O5

Molecular Weight: 299.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)OC[C@@H]1NC(=O)[C@@H]2C[C@@H](O)CN2C1=O

Standard InChI:  InChI=1S/C13H21N3O5/c1-6(2)10(14)13(20)21-5-8-12(19)16-4-7(17)3-9(16)11(18)15-8/h6-10,17H,3-5,14H2,1-2H3,(H,15,18)/t7-,8+,9+,10+/m1/s1

Standard InChI Key:  BHVKFOMHBLHARA-KATARQTJSA-N

Alternative Forms

1. Parent:

   

   ALA4540326

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.33

Molecular Weight (Monoisotopic): 299.1481

AlogP: -2.03

#Rotatable Bonds: 4

Polar Surface Area: 121.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.78

CX Basic pKa: 7.48

CX LogP: -2.02

CX LogD: -2.36

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: 0.97

References

1. Jiang Q, Zhang J, Tong P, Gao Y, Lv Y, Wang C, Luo M, Sun M, Wang J, Feng Y, Cao L, Wang G, Wang Y, Kan Q, Zhang T, Wang Y, Liu K, Sun J, He Z..  (2019)  Bioactivatable Pseudotripeptidization of Cyclic Dipeptides To Increase the Affinity toward Oligopeptide Transporter 1 for Enhanced Oral Absorption: An Application to Cyclo(l-Hyp-l-Ser) (JBP485).,  62  (17): [PMID:31393124] [10.1021/acs.jmedchem.9b00358]

Source

Source(1):

• Scientific Literature