ID: ALA157769

Max Phase: Preclinical

Molecular Formula: C24H23BrN4O8S2

Molecular Weight: 639.51

Molecule Type: Small molecule

Representations

Synonyms (1): BAY-507952
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)c1c(Br)c(OC)cc(O)c1CSC[C@H](Nc1nc(-c2ccc([N+](=O)[O-])cc2)cs1)C1=NOCCO1

Standard InChI:  InChI=1S/C24H23BrN4O8S2/c1-34-19-9-18(30)15(20(21(19)25)23(31)35-2)10-38-11-17(22-28-37-8-7-36-22)27-24-26-16(12-39-24)13-3-5-14(6-4-13)29(32)33/h3-6,9,12,17,30H,7-8,10-11H2,1-2H3,(H,26,27)/t17-/m0/s1

Standard InChI Key:  MRGBDARDZKENAD-KRWDZBQOSA-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: 639.51

Molecular Weight (Monoisotopic): 638.0141

AlogP: 5.06

#Rotatable Bonds: 11

Polar Surface Area: 154.64

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.42

CX Basic pKa: 2.87

CX LogP: 5.50

CX LogD: 5.47

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -0.84

References

1. Rudolph J, Theis H, Hanke R, Endermann R, Johannsen L, Geschke F..  (2001)  seco-Cyclothialidines: new concise synthesis, inhibitory activity toward bacterial and human DNA topoisomerases, and antibacterial properties.,  44  (4): [PMID:11170652] [10.1021/jm0010623]

2. Brvar M, Perdih A, Oblak M, Masic LP, Solmajer T..  (2010)  In silico discovery of 2-amino-4-(2,4-dihydroxyphenyl)thiazoles as novel inhibitors of DNA gyrase B.,  20  (3): [PMID:20045642] [10.1016/j.bmcl.2009.12.060]

Source

Source(1):

• Scientific Literature