(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-[(2,6-diamino-4-pyridyl)methyl]pyrrolidine-2-carboxamide 2,2,2-trifluoroacetic acid

ID: ALA4551377

Chembl Id: CHEMBL4551377

PubChem CID: 155554873

Max Phase: Preclinical

Molecular Formula: C24H28F6N6O6

Molecular Weight: 382.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cc(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc2ccccc2)cc(N)n1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C20H26N6O2.2C2HF3O2/c21-15(9-13-5-2-1-3-6-13)20(28)26-8-4-7-16(26)19(27)24-12-14-10-17(22)25-18(23)11-14;2*3-2(4,5)1(6)7/h1-3,5-6,10-11,15-16H,4,7-9,12,21H2,(H,24,27)(H4,22,23,25);2*(H,6,7)/t15-,16+;;/m1../s1

Standard InChI Key:  KEMZMZYCOVKVSV-AFMFUHLNSA-N

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: 382.47

Molecular Weight (Monoisotopic): 382.2117

AlogP: 0.42

#Rotatable Bonds: 6

Polar Surface Area: 140.36

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 0.27

CX LogD: -1.36

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -0.46

References

1. Ngo K, Collins-Kautz C, Gerstenecker S, Wagner B, Heine A, Klebe G..  (2020)  Protein-Induced Change in Ligand Protonation during Trypsin and Thrombin Binding: Hint on Differences in Selectivity Determinants of Both Proteins?,  63  (6): [PMID:32011145] [10.1021/acs.jmedchem.9b02061]

Source

Source(1):

• Scientific Literature