7-(4-{2-Carboxy-7-[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-2-(4-hydroxy-phenyl)-acetylamino]-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: ALA133844

Chembl Id: CHEMBL133844

PubChem CID: 10463300

Max Phase: Preclinical

Molecular Formula: C40H41FN8O11S

Molecular Weight: 860.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CN4CCN(c5cc6c(cc5F)c(=O)c(C(=O)O)cn6C5CC5)CC4)CS[C@H]23)c2ccc(O)cc2)C(=O)C1=O

Standard InChI:  InChI=1S/C40H41FN8O11S/c1-2-45-13-14-47(36(55)35(45)54)40(60)43-29(20-3-7-23(50)8-4-20)33(52)42-30-34(53)49-31(39(58)59)21(19-61-37(30)49)17-44-9-11-46(12-10-44)28-16-27-24(15-26(28)41)32(51)25(38(56)57)18-48(27)22-5-6-22/h3-4,7-8,15-16,18,22,29-30,37,50H,2,5-6,9-14,17,19H2,1H3,(H,42,52)(H,43,60)(H,56,57)(H,58,59)/t29-,30-,37-/m1/s1

Standard InChI Key:  DPHYUFXBAFHXEN-GKQJUULYSA-N

Alternative Forms

1. Parent:

   

   ALA133844

   (6R,7R)-3-[[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxoquinolin-7-yl)piperazin-1-yl]methyl]-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-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: 860.88

Molecular Weight (Monoisotopic): 860.2600

AlogP: 0.88

#Rotatable Bonds: 11

Polar Surface Area: 242.44

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.35

CX Basic pKa: 6.33

CX LogP: -2.10

CX LogD: -4.72

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.13

Np Likeness Score: -0.51

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