ID: ALA5271477

Max Phase: Preclinical

Molecular Formula: C18H18Cl3N5O3S

Molecular Weight: 454.34

Representations

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2nc3c(N4CCNCC4)cc(C(=O)O)cc3s2)c(Cl)c1Cl.Cl

Standard InChI:  InChI=1S/C18H17Cl2N5O3S.ClH/c1-8-12(19)13(20)15(22-8)16(26)24-18-23-14-10(25-4-2-21-3-5-25)6-9(17(27)28)7-11(14)29-18;/h6-7,21-22H,2-5H2,1H3,(H,27,28)(H,23,24,26);1H

Standard InChI Key:  YGNHSBVRHBNETB-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 454.34

Molecular Weight (Monoisotopic): 453.0429

AlogP: 3.60

#Rotatable Bonds: 4

Polar Surface Area: 110.35

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.33

CX Basic pKa: 8.79

CX LogP: 1.05

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.55

References

1. Durcik M, Cotman AE, Toplak Ž, Možina Š, Skok Ž, Szili PE, Czikkely M, Maharramov E, Vu TH, Piras MV, Zidar N, Ilaš J, Zega A, Trontelj J, Pardo LA, Hughes D, Huseby D, Berruga-Fernández T, Cao S, Simoff I, Svensson R, Korol SV, Jin Z, Vicente F, Ramos MC, Mundy JEA, Maxwell A, Stevenson CEM, Lawson DM, Glinghammar B, Sjöström E, Bohlin M, Oreskär J, Alvér S, Janssen GV, Sterk GJ, Kikelj D, Pal C, Tomašič T, Peterlin Mašič L..  (2023)  New Dual Inhibitors of Bacterial Topoisomerases with Broad-Spectrum Antibacterial Activity and In Vivo Efficacy against Vancomycin-Intermediate Staphylococcus aureus.,  66  (6): [PMID:36877255] [10.1021/acs.jmedchem.2c01905]

Source

Source(1):

• Scientific Literature