(6R,7R)-4-Methoxybenzyl 3-((4-(8-nitro-4-oxo-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-2-yl)piperazin-1-yl)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

ID: ALA3785953

Chembl Id: CHEMBL3785953

PubChem CID: 127032794

Max Phase: Preclinical

Molecular Formula: C37H33F3N6O8S2

Molecular Weight: 810.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(COC(=O)C2=C(CN3CCN(c4nc(=O)c5cc(C(F)(F)F)cc([N+](=O)[O-])c5s4)CC3)CS[C@@H]3[C@H](NC(=O)Cc4ccccc4)C(=O)N23)cc1

Standard InChI:  InChI=1S/C37H33F3N6O8S2/c1-53-25-9-7-22(8-10-25)19-54-35(50)30-23(20-55-34-29(33(49)45(30)34)41-28(47)15-21-5-3-2-4-6-21)18-43-11-13-44(14-12-43)36-42-32(48)26-16-24(37(38,39)40)17-27(46(51)52)31(26)56-36/h2-10,16-17,29,34H,11-15,18-20H2,1H3,(H,41,47)/t29-,34-/m1/s1

Standard InChI Key:  LCSZHEZVXQEGEF-ANHUGMMASA-N

Alternative Forms

1. Parent:

   

   ALA3785953

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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

Calculated Properties

Molecular Weight: 810.83

Molecular Weight (Monoisotopic): 810.1753

AlogP: 4.35

#Rotatable Bonds: 11

Polar Surface Area: 164.52

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.02

CX Basic pKa: 5.19

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.10

Np Likeness Score: -1.02

References

1. Majewski MW, Tiwari R, Miller PA, Cho S, Franzblau SG, Miller MJ..  (2016)  Design, syntheses, and anti-tuberculosis activities of conjugates of piperazino-1,3-benzothiazin-4-ones (pBTZs) with 2,7-dimethylimidazo [1,2-a]pyridine-3-carboxylic acids and 7-phenylacetyl cephalosporins.,  26  (8): [PMID:26951749] [10.1016/j.bmcl.2016.02.076]

Source

Source(1):

• Scientific Literature