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

ID: ALA4744708

PubChem CID: 162648353

Max Phase: Preclinical

Molecular Formula: C32H43F6N7O9S2

Molecular Weight: 619.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(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/C28H41N7O5S2.2C2HF3O2/c1-34-15-17-35(18-16-34)28(37)33-25(19-21-7-4-3-5-8-21)26(36)32-22(9-6-14-31-27(29)30)20-41-42(38,39)24-12-10-23(40-2)11-13-24;2*3-2(4,5)1(6)7/h3-5,7-8,10-13,22,25H,6,9,14-20H2,1-2H3,(H,32,36)(H,33,37)(H4,29,30,31);2*(H,6,7)/t22-,25-;;/m0../s1

Standard InChI Key:  XWAAWFDGHSLBCT-SKCIXKRKSA-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: 619.81

Molecular Weight (Monoisotopic): 619.2611

AlogP: 1.43

#Rotatable Bonds: 14

Polar Surface Area: 169.95

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 11.80

CX LogP: 1.25

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.09

Np Likeness Score: -0.51

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