(S)-3-(3-(4-(2-aminoethyl)piperidin-1-yl)-2-(2',4'-dichlorobiphenyl-3-ylsulfonamido)-3-oxopropyl)benzimidamide

ID: ALA3219079

Chembl Id: CHEMBL3219079

Cas Number: 1268874-08-3

PubChem CID: 50939649

Max Phase: Preclinical

Molecular Formula: C29H33Cl2N5O3S

Molecular Weight: 602.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1cccc(C[C@H](NS(=O)(=O)c2cccc(-c3ccc(Cl)cc3Cl)c2)C(=O)N2CCC(CCN)CC2)c1

Standard InChI:  InChI=1S/C29H33Cl2N5O3S/c30-23-7-8-25(26(31)18-23)21-4-2-6-24(17-21)40(38,39)35-27(16-20-3-1-5-22(15-20)28(33)34)29(37)36-13-10-19(9-12-32)11-14-36/h1-8,15,17-19,27,35H,9-14,16,32H2,(H3,33,34)/t27-/m0/s1

Standard InChI Key:  ZLCINVZAICQINL-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA3219079

   3-[(2s)-3-[4-(2-Aminoethyl)piperidin-1-Yl]-2-{[(2',4'-Dichlorobiphenyl-3-Yl)sulfonyl]amino}-3-Oxopropyl]benzenecarboximidamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 602.59

Molecular Weight (Monoisotopic): 601.1681

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 142.37

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.80

CX Basic pKa: 11.49

CX LogP: 3.53

CX LogD: -0.92

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -1.01

References

1. Hammami M, Ruhmann E, Maurer E, Heine A, Gutschow M, Klebe G, Steinmetzer T.  (2012)  New 3-amidinophenylalanine-derived inhibitors of matriptase,  3  (7): [10.1039/C2MD20074K]

2. Paulsson-Habegger L, Snabaitis AK, Wren SP..  (2021)  Enzyme inhibition as a potential therapeutic strategy to treat COVID-19 infection.,  48  [PMID:34543844] [10.1016/j.bmc.2021.116389]

Source

Source(1):

• Scientific Literature