ID: ALA1213376

Max Phase: Preclinical

Molecular Formula: C20H24ClN3O2S

Molecular Weight: 405.95

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(CCN2CN=C(SCc3ccc(Cl)cc3)NC2)cc1OC

Standard InChI:  InChI=1S/C20H24ClN3O2S/c1-25-18-8-5-15(11-19(18)26-2)9-10-24-13-22-20(23-14-24)27-12-16-3-6-17(21)7-4-16/h3-8,11H,9-10,12-14H2,1-2H3,(H,22,23)

Standard InChI Key:  JRZNGLZDQHVIOO-UHFFFAOYSA-N

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

Properties

Molecular Weight: 405.95

Molecular Weight (Monoisotopic): 405.1278

AlogP: 4.01

#Rotatable Bonds: 7

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.34

CX LogP: 4.90

CX LogD: 4.87

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.01

References

1. Pathania R, Zlitni S, Barker C, Das R, Gerritsma DA, Lebert J, Awuah E, Melacini G, Capretta FA, Brown ED..  (2009)  Chemical genomics in Escherichia coli identifies an inhibitor of bacterial lipoprotein targeting.,  5  (11): [PMID:19783991] [10.1038/nchembio.221]

2. Barker CA, Allison SE, Zlitni S, Nguyen ND, Das R, Melacini G, Capretta AA, Brown ED..  (2013)  Degradation of MAC13243 and studies of the interaction of resulting thiourea compounds with the lipoprotein targeting chaperone LolA.,  23  (8): [PMID:23473681] [10.1016/j.bmcl.2013.02.005]

3. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data