(S)-2-((S)-2-acetamido-3-hydroxypropanamido)-6-amino-N-((S)-1-((S)-1-(benzo[d]thiazol-2-yl)-5-guanidino-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-yl)hexanamide

ID: ALA4540950

Chembl Id: CHEMBL4540950

PubChem CID: 134313025

Max Phase: Preclinical

Molecular Formula: C30H47N9O6S

Molecular Weight: 661.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)c1nc2ccccc2s1

Standard InChI:  InChI=1S/C30H47N9O6S/c1-17(2)15-22(38-26(43)21(10-6-7-13-31)37-28(45)23(16-40)35-18(3)41)27(44)36-20(11-8-14-34-30(32)33)25(42)29-39-19-9-4-5-12-24(19)46-29/h4-5,9,12,17,20-23,40H,6-8,10-11,13-16,31H2,1-3H3,(H,35,41)(H,36,44)(H,37,45)(H,38,43)(H4,32,33,34)/t20-,21-,22-,23-/m0/s1

Standard InChI Key:  BLOFNYQHKSGSGE-MLCQCVOFSA-N

Alternative Forms

1. Parent:

   

   ALA4540950

   ---

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: 661.83

Molecular Weight (Monoisotopic): 661.3370

AlogP: -0.13

#Rotatable Bonds: 20

Polar Surface Area: 254.51

Molecular Species: BASE

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.62

CX Basic pKa: 11.43

CX LogP: -1.72

CX LogD: -5.94

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.04

Np Likeness Score: -0.15

References

1. Damalanka VC, Han Z, Karmakar P, O'Donoghue AJ, La Greca F, Kim T, Pant SM, Helander J, Klefström J, Craik CS, Janetka JW..  (2019)  Discovery of Selective Matriptase and Hepsin Serine Protease Inhibitors: Useful Chemical Tools for Cancer Cell Biology.,  62  (2): [PMID:30571119] [10.1021/acs.jmedchem.8b01536]

2. Damalanka VC, Wildman SA, Janetka JW..  (2019)  Piperidine carbamate peptidomimetic inhibitors of the serine proteases HGFA, matriptase and hepsin.,  10  (9): [PMID:31803403] [10.1039/C9MD00234K]

Source

Source(1):

• Scientific Literature