7-[4-((6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-2-carboxy-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl)-piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

ID: ALA341337

Chembl Id: CHEMBL341337

PubChem CID: 9875667

Max Phase: Preclinical

Molecular Formula: C34H35FN8O10S2

Molecular Weight: 798.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(CN3CCN(c4cc5c(cc4F)c(=O)c(C(=O)O)cn5C4CC4)CC3)CS[C@H]12)c1csc(N)n1)C(=O)O

Standard InChI:  InChI=1S/C34H35FN8O10S2/c1-34(2,32(51)52)53-39-23(20-14-55-33(36)37-20)27(45)38-24-28(46)43-25(31(49)50)15(13-54-29(24)43)11-40-5-7-41(8-6-40)22-10-21-17(9-19(22)35)26(44)18(30(47)48)12-42(21)16-3-4-16/h9-10,12,14,16,24,29H,3-8,11,13H2,1-2H3,(H2,36,37)(H,38,45)(H,47,48)(H,49,50)(H,51,52)/b39-23-/t24-,29-/m1/s1

Standard InChI Key:  LGLRZTXNRGIEGA-MJZMRZDISA-N

Alternative Forms

1. Parent:

   

   ALA341337

   (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-3-[[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxoquinolin-7-yl)piperazin-1-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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: 798.83

Molecular Weight (Monoisotopic): 798.1902

AlogP: 1.36

#Rotatable Bonds: 12

Polar Surface Area: 250.29

Molecular Species: ACID

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.65

CX Basic pKa: 6.33

CX LogP: -1.84

CX LogD: -6.89

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.10

Np Likeness Score: -0.40

References

1. Albrecht HA, Beskid G, Christenson JG, Deitcher KH, Georgopapadakou NH, Keith DD, Konzelmann FM, Pruess DL, Wei CC..  (1994)  Dual-action cephalosporins incorporating a 3'-tertiary-amine-linked quinolone.,  37  (3): [PMID:8308866] [10.1021/jm00029a012]

Source

Source(1):

• Scientific Literature