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

ID: ALA3219087

Chembl Id: CHEMBL3219087

PubChem CID: 71495660

Max Phase: Preclinical

Molecular Formula: C31H39N5O5S

Molecular Weight: 593.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc(S(=O)(=O)N[C@@H](Cc3cccc(C(=N)N)c3)C(=O)N3CCC(CCN)CC3)c2)c(OC)c1

Standard InChI:  InChI=1S/C31H39N5O5S/c1-40-25-9-10-27(29(20-25)41-2)23-6-4-8-26(19-23)42(38,39)35-28(18-22-5-3-7-24(17-22)30(33)34)31(37)36-15-12-21(11-14-32)13-16-36/h3-10,17,19-21,28,35H,11-16,18,32H2,1-2H3,(H3,33,34)/t28-/m0/s1

Standard InChI Key:  YLFDUDAILBTVGN-NDEPHWFRSA-N

Alternative Forms

1. Parent:

   

   ALA3219087

   3-[(2S)-3-[4-(2-aminoethyl)piperidin-1-yl]-2-[[3-(2,4-dimethoxyphenyl)phenyl]sulfonylamino]-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: 593.75

Molecular Weight (Monoisotopic): 593.2672

AlogP: 3.13

#Rotatable Bonds: 12

Polar Surface Area: 160.83

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.80

CX Basic pKa: 11.49

CX LogP: 2.00

CX LogD: -2.44

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.19

Np Likeness Score: -0.71

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