(S)-N-(4-carbamimidoylbenzyl)-1-((R)-4-(4-isopropylpiperazin-1-yl)-4-oxo-2-(phenylmethylsulfonamido)butanoyl)pyrrolidine-2-carboxamide

ID: ALA1809249

Chembl Id: CHEMBL1809249

PubChem CID: 56663318

Max Phase: Preclinical

Molecular Formula: C31H43N7O5S

Molecular Weight: 625.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N1CCN(C(=O)C[C@@H](NS(=O)(=O)Cc2ccccc2)C(=O)N2CCC[C@H]2C(=O)NCc2ccc(C(=N)N)cc2)CC1

Standard InChI:  InChI=1S/C31H43N7O5S/c1-22(2)36-15-17-37(18-16-36)28(39)19-26(35-44(42,43)21-24-7-4-3-5-8-24)31(41)38-14-6-9-27(38)30(40)34-20-23-10-12-25(13-11-23)29(32)33/h3-5,7-8,10-13,22,26-27,35H,6,9,14-21H2,1-2H3,(H3,32,33)(H,34,40)/t26-,27+/m1/s1

Standard InChI Key:  SUVKWOLSDPDTDN-SXOMAYOGSA-N

Alternative Forms

1. Parent:

   

   ALA1809249

   (2S)-1-[(2R)-2-(benzylsulfonylamino)-4-oxo-4-(4-propan-2-ylpiperazin-1-yl)butanoyl]-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide

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: 625.80

Molecular Weight (Monoisotopic): 625.3046

AlogP: 1.01

#Rotatable Bonds: 12

Polar Surface Area: 169.00

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.55

CX Basic pKa: 11.48

CX LogP: -0.26

CX LogD: -1.79

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.20

Np Likeness Score: -1.17

References

1. Sielaff F, Böttcher-Friebertshäuser E, Meyer D, Saupe SM, Volk IM, Garten W, Steinmetzer T..  (2011)  Development of substrate analogue inhibitors for the human airway trypsin-like protease HAT.,  21  (16): [PMID:21741839] [10.1016/j.bmcl.2011.06.033]

Source

Source(1):

• Scientific Literature