(6R,7R)-3-(((4-(8-Nitro-4-oxo-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-2-yl)piperazine-1-carbonyl)oxy)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA3785744

Chembl Id: CHEMBL3785744

PubChem CID: 127032792

Max Phase: Preclinical

Molecular Formula: C30H25F3N6O9S2

Molecular Weight: 734.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(=O)N3CCN(c4nc(=O)c5cc(C(F)(F)F)cc([N+](=O)[O-])c5s4)CC3)CS[C@H]12

Standard InChI:  InChI=1S/C30H25F3N6O9S2/c31-30(32,33)17-11-18-23(19(12-17)39(46)47)50-28(35-24(18)41)36-6-8-37(9-7-36)29(45)48-13-16-14-49-26-21(25(42)38(26)22(16)27(43)44)34-20(40)10-15-4-2-1-3-5-15/h1-5,11-12,21,26H,6-10,13-14H2,(H,34,40)(H,43,44)/t21-,26-/m1/s1

Standard InChI Key:  QBDJTAVKTASEQF-QFQXNSOFSA-N

Alternative Forms

1. Parent:

   

   ALA3785744

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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: 734.69

Molecular Weight (Monoisotopic): 734.1077

AlogP: 2.82

#Rotatable Bonds: 8

Polar Surface Area: 192.59

Molecular Species: ACID

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.54

CX Basic pKa:

CX LogP: 2.44

CX LogD: -0.92

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.20

Np Likeness Score: -1.06

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