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

ID: ALA4750628

PubChem CID: 162651890

Max Phase: Preclinical

Molecular Formula: C31H47F6N7O8S2

Molecular Weight: 595.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCNC(=N)N)CSS(=O)(=O)C2CCCCC2)CC1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C27H45N7O4S2.2C2HF3O2/c1-33-15-17-34(18-16-33)27(36)32-24(19-21-9-4-2-5-10-21)25(35)31-22(11-8-14-30-26(28)29)20-39-40(37,38)23-12-6-3-7-13-23;2*3-2(4,5)1(6)7/h2,4-5,9-10,22-24H,3,6-8,11-20H2,1H3,(H,31,35)(H,32,36)(H4,28,29,30);2*(H,6,7)/t22-,24-;;/m0../s1

Standard InChI Key:  NGPJLJZYPMZDIQ-SBKRINIZSA-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: 595.84

Molecular Weight (Monoisotopic): 595.2974

AlogP: 1.70

#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: 11.81

CX LogP: 1.40

CX LogD: -1.17

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: -0.52

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