(S)-N-(4-carbamimidoylbenzyl)-1-((R)-4-(4-(3-(dimethylamino)propyl)piperazin-1-yl)-4-oxo-2-(phenylmethylsulfonamido)butanoyl)pyrrolidine-2-carboxamide

ID: ALA1809244

Chembl Id: CHEMBL1809244

PubChem CID: 56659849

Max Phase: Preclinical

Molecular Formula: C33H48N8O5S

Molecular Weight: 668.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1CCN(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/C33H48N8O5S/c1-38(2)15-7-16-39-18-20-40(21-19-39)30(42)22-28(37-47(45,46)24-26-8-4-3-5-9-26)33(44)41-17-6-10-29(41)32(43)36-23-25-11-13-27(14-12-25)31(34)35/h3-5,8-9,11-14,28-29,37H,6-7,10,15-24H2,1-2H3,(H3,34,35)(H,36,43)/t28-,29+/m1/s1

Standard InChI Key:  RMXYCMJHNDRXSN-WDYNHAJCSA-N

Alternative Forms

1. Parent:

   

   ALA1809244

   (2S)-1-[(2R)-2-(benzylsulfonylamino)-4-[4-[3-(dimethylamino)propyl]piperazin-1-yl]-4-oxobutanoyl]-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: 668.86

Molecular Weight (Monoisotopic): 668.3468

AlogP: 0.55

#Rotatable Bonds: 15

Polar Surface Area: 172.24

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.49

CX Basic pKa: 11.48

CX LogP: -1.05

CX LogD: -4.06

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: -1.22

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