S-(S)-5-guanidino-2-((S)-2-(4-methylpiperazine-1-carboxamido)-3-phenylpropanamido)pentyl 4-methylbenzenesulfonothioate bis(2,2,2-trifluoroacetate)

ID: ALA4755488

PubChem CID: 162655496

Max Phase: Preclinical

Molecular Formula: C32H43F6N7O8S2

Molecular Weight: 603.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)SC[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)N2CCN(C)CC2)cc1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H41N7O4S2.2C2HF3O2/c1-21-10-12-24(13-11-21)41(38,39)40-20-23(9-6-14-31-27(29)30)32-26(36)25(19-22-7-4-3-5-8-22)33-28(37)35-17-15-34(2)16-18-35;2*3-2(4,5)1(6)7/h3-5,7-8,10-13,23,25H,6,9,14-20H2,1-2H3,(H,32,36)(H,33,37)(H4,29,30,31);2*(H,6,7)/t23-,25-;;/m0../s1

Standard InChI Key:  SWIAQELQPOEOCX-WYBXAQPNSA-N

Molfile:  

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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 603.82

Molecular Weight (Monoisotopic): 603.2661

AlogP: 1.73

#Rotatable Bonds: 13

Polar Surface Area: 160.72

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 11.80

CX LogP: 1.92

CX LogD: -0.64

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.10

Np Likeness Score: -0.59

References

1. Ward DJ,Van de Langemheen H,Koehne E,Kreidenweiss A,Liskamp RMJ.  (2019)  Highly tunable thiosulfonates as a novel class of cysteine protease inhibitors with anti-parasitic activity against Schistosoma mansoni.,  27  (13.0): [PMID:31126821] [10.1016/j.bmc.2019.05.014]

Source

Source(1):

• Scientific Literature