ID: ALA157831

Max Phase: Preclinical

Molecular Formula: C24H22BrN5O7S2

Molecular Weight: 636.51

Molecule Type: Small molecule

Representations

Synonyms (1): Ro-616653
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)c1nc(C)no1

Standard InChI:  InChI=1S/C24H22BrN5O7S2/c1-12-26-22(37-29-12)17(28-24-27-16(11-39-24)13-4-6-14(7-5-13)30(33)34)10-38-9-15-18(31)8-19(35-2)21(25)20(15)23(32)36-3/h4-8,11,17,31H,9-10H2,1-3H3,(H,27,28)/t17-/m0/s1

Standard InChI Key:  RIXLZRBJGRFRFF-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: 636.51

Molecular Weight (Monoisotopic): 635.0144

AlogP: 5.76

#Rotatable Bonds: 11

Polar Surface Area: 162.74

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: 5.91

CX LogD: 5.87

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.12

Np Likeness Score: -1.20

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