(2S,3S)-3-((S)-1-(isopentylamino)-1-oxo-3-phenylpropan-2-ylcarbamoyl)oxirane-2-carboxylic acid

ID: ALA4513293

Chembl Id: CHEMBL4513293

PubChem CID: 9975040

Max Phase: Preclinical

Molecular Formula: C18H24N2O5

Molecular Weight: 348.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H]1O[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C18H24N2O5/c1-11(2)8-9-19-16(21)13(10-12-6-4-3-5-7-12)20-17(22)14-15(25-14)18(23)24/h3-7,11,13-15H,8-10H2,1-2H3,(H,19,21)(H,20,22)(H,23,24)/t13-,14-,15-/m0/s1

Standard InChI Key:  QADSXWNRLGHICY-KKUMJFAQSA-N

Alternative Forms

1. Parent:

   

   ALA4513293

   (2S,3S)-3-[[(2S)-1-(3-methylbutylamino)-1-oxo-3-phenylpropan-2-yl]carbamoyl]oxirane-2-carboxylic acid

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: 348.40

Molecular Weight (Monoisotopic): 348.1685

AlogP: 0.73

#Rotatable Bonds: 9

Polar Surface Area: 108.03

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.46

CX Basic pKa: ┄

CX LogP: 1.48

CX LogD: -1.91

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: 0.15

References

1. Schmitz J, Gilberg E, Löser R, Bajorath J, Bartz U, Gütschow M..  (2019)  Cathepsin B: Active site mapping with peptidic substrates and inhibitors.,  27  (1): [PMID:30473362] [10.1016/j.bmc.2018.10.017]

Source

Source(1):

• Scientific Literature