(2S,3S)-3-((S)-3-(4-hydroxy-3,5-diiodophenyl)-1-(isopentylamino)-1-oxopropan-2-ylcarbamoyl)oxirane-2-carboxylic acid

ID: ALA4554910

Chembl Id: CHEMBL4554910

PubChem CID: 10461475

Max Phase: Preclinical

Molecular Formula: C18H22I2N2O6

Molecular Weight: 616.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](Cc1cc(I)c(O)c(I)c1)NC(=O)[C@H]1O[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C18H22I2N2O6/c1-8(2)3-4-21-16(24)12(22-17(25)14-15(28-14)18(26)27)7-9-5-10(19)13(23)11(20)6-9/h5-6,8,12,14-15,23H,3-4,7H2,1-2H3,(H,21,24)(H,22,25)(H,26,27)/t12-,14-,15-/m0/s1

Standard InChI Key:  WBUGCKCVTXJDPC-QEJZJMRPSA-N

Alternative Forms

1. Parent:

   

   ALA4554910

   (2S,3S)-3-[[(2S)-3-(4-hydroxy-3,5-diiodophenyl)-1-(3-methylbutylamino)-1-oxopropan-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: 616.19

Molecular Weight (Monoisotopic): 615.9567

AlogP: 1.64

#Rotatable Bonds: 9

Polar Surface Area: 128.26

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.22

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: -0.78

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.25

Np Likeness Score: 0.33

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