ID: ALA156813

Max Phase: Preclinical

Molecular Formula: C23H22BrN3O8S2

Molecular Weight: 612.48

Molecule Type: Small molecule

Representations

Synonyms (1): BAY-507950
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)C(=O)OC

Standard InChI:  InChI=1S/C23H22BrN3O8S2/c1-33-18-8-17(28)14(19(20(18)24)22(30)35-3)9-36-10-16(21(29)34-2)26-23-25-15(11-37-23)12-4-6-13(7-5-12)27(31)32/h4-8,11,16,28H,9-10H2,1-3H3,(H,25,26)/t16-/m0/s1

Standard InChI Key:  MULKVQPCLGZOFQ-INIZCTEOSA-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: 612.48

Molecular Weight (Monoisotopic): 611.0032

AlogP: 4.87

#Rotatable Bonds: 11

Polar Surface Area: 150.12

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.42

CX Basic pKa: 1.27

CX LogP: 5.32

CX LogD: 5.28

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: -0.81

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