(S)-3-(2-(3-(6-aminopyridin-3-yl)phenylsulfonamido)-3-(4-(3-tert-butylureido)piperidin-1-yl)-3-oxopropyl)benzimidamide

ID: ALA5196327

Chembl Id: CHEMBL5196327

PubChem CID: 168285121

Max Phase: Preclinical

Molecular Formula: C31H40N8O4S

Molecular Weight: 620.78

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)NC1CCN(C(=O)[C@H](Cc2cccc(C(=N)N)c2)NS(=O)(=O)c2cccc(-c3ccc(N)nc3)c2)CC1

Standard InChI:  InChI=1S/C31H40N8O4S/c1-31(2,3)37-30(41)36-24-12-14-39(15-13-24)29(40)26(17-20-6-4-8-22(16-20)28(33)34)38-44(42,43)25-9-5-7-21(18-25)23-10-11-27(32)35-19-23/h4-11,16,18-19,24,26,38H,12-15,17H2,1-3H3,(H2,32,35)(H3,33,34)(H2,36,37,41)/t26-/m0/s1

Standard InChI Key:  UCGNLIKAXIRMNP-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA5196327

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 620.78

Molecular Weight (Monoisotopic): 620.2893

AlogP: 2.59

#Rotatable Bonds: 9

Polar Surface Area: 196.39

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.03

CX Basic pKa: 11.47

CX LogP: 0.86

CX LogD: -1.08

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: -1.07

References

1. Pilgram O, Keils A, Benary GE, Müller J, Merkl S, Ngaha S, Huber S, Chevillard F, Harbig A, Magdolen V, Heine A, Böttcher-Friebertshäuser E, Steinmetzer T..  (2022)  Improving the selectivity of 3-amidinophenylalanine-derived matriptase inhibitors.,  238  [PMID:35635944] [10.1016/j.ejmech.2022.114437]

Source

Source(1):

• Scientific Literature