3-{5-[1-(1-ethyl-3-carboxy-4-oxo-6-fluoro-7-quinolyl)-3-(1,3-diazabicyclononyl)]pentyl}-6-(3-ethyl-4-methylanilino)uracil

ID: ALA379011

PubChem CID: 11636374

Max Phase: Preclinical

Molecular Formula: C37H45FN6O5

Molecular Weight: 672.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(Nc2cc(=O)n(CCCCCN3CC4CCCN(c5cc6c(cc5F)c(=O)c(C(=O)O)cn6CC)C4C3)c(=O)[nH]2)ccc1C

Standard InChI:  InChI=1S/C37H45FN6O5/c1-4-24-16-26(12-11-23(24)3)39-33-19-34(45)44(37(49)40-33)14-8-6-7-13-41-20-25-10-9-15-43(32(25)22-41)31-18-30-27(17-29(31)38)35(46)28(36(47)48)21-42(30)5-2/h11-12,16-19,21,25,32,39H,4-10,13-15,20,22H2,1-3H3,(H,40,49)(H,47,48)

Standard InChI Key:  CHUPOJRARUNHOV-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA379011

   1-ethyl-7-[6-[5-[6-(3-ethyl-4-methylanilino)-2,4-dioxo-1H-pyrimidin-3-yl]pentyl]-3,4,4a,5,7,7a-hexahydro-2H-pyrrolo[3,4-b]pyridin-1-yl]-6-fluoro-4-oxoquinoline-3-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: 672.80

Molecular Weight (Monoisotopic): 672.3435

AlogP: 5.09

#Rotatable Bonds: 12

Polar Surface Area: 132.67

Molecular Species: ZWITTERION

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.51

CX Basic pKa: 8.70

CX LogP: 3.04

CX LogD: 3.03

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.18

Np Likeness Score: -0.89

References

1. Zhi C, Long ZY, Manikowski A, Comstock J, Xu WC, Brown NC, Tarantino PM, Holm KA, Dix EJ, Wright GE, Barnes MH, Butler MM, Foster KA, LaMarr WA, Bachand B, Bethell R, Cadilhac C, Charron S, Lamothe S, Motorina I, Storer R..  (2006)  Hybrid antibacterials. DNA polymerase-topoisomerase inhibitors.,  49  (4): [PMID:16480282] [10.1021/jm0510023]

Source

Source(1):

• Scientific Literature