(6R,7R)-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-carboxylic acid

ID: ALA3785881

Chembl Id: CHEMBL3785881

PubChem CID: 127032795

Max Phase: Preclinical

Molecular Formula: C29H25F3N6O7S2

Molecular Weight: 690.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N[C@@H]1C(=O)N2C(C(=O)O)=C(CN3CCN(c4nc(=O)c5cc(C(F)(F)F)cc([N+](=O)[O-])c5s4)CC3)CS[C@H]12

Standard InChI:  InChI=1S/C29H25F3N6O7S2/c30-29(31,32)17-11-18-23(19(12-17)38(44)45)47-28(34-24(18)40)36-8-6-35(7-9-36)13-16-14-46-26-21(25(41)37(26)22(16)27(42)43)33-20(39)10-15-4-2-1-3-5-15/h1-5,11-12,21,26H,6-10,13-14H2,(H,33,39)(H,42,43)/t21-,26-/m1/s1

Standard InChI Key:  UHSYCVQOYQVJDM-QFQXNSOFSA-N

Alternative Forms

1. Parent:

   

   ALA3785881

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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: 690.68

Molecular Weight (Monoisotopic): 690.1178

AlogP: 2.69

#Rotatable Bonds: 8

Polar Surface Area: 166.29

Molecular Species: ACID

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.12

CX Basic pKa: 6.05

CX LogP: 0.10

CX LogD: -0.77

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.20

Np Likeness Score: -1.11

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