6-Fluoro-7-((3S,4S)-3-methoxy-4-methylamino-pyrrolidin-1-yl)-4-oxo-1-thiazol-2-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

ID: ALA320561

Chembl Id: CHEMBL320561

PubChem CID: 11070482

Max Phase: Preclinical

Molecular Formula: C18H18FN5O4S

Molecular Weight: 419.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H]1CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nccs2)C[C@@H]1OC

Standard InChI:  InChI=1S/C18H18FN5O4S/c1-20-12-7-23(8-13(12)28-2)16-11(19)5-9-14(25)10(17(26)27)6-24(15(9)22-16)18-21-3-4-29-18/h3-6,12-13,20H,7-8H2,1-2H3,(H,26,27)/t12-,13-/m0/s1

Standard InChI Key:  NIWPWMAPXHLAKL-STQMWFEESA-N

Alternative Forms

1. Parent:

   

   ALA320561

   6-fluoro-7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid

2. Alternative Forms:

   

   ALA320561

   6-fluoro-7-[(3S,4S)-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid;hydrochloride

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: 419.44

Molecular Weight (Monoisotopic): 419.1064

AlogP: 1.10

#Rotatable Bonds: 5

Polar Surface Area: 109.58

Molecular Species: ZWITTERION

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.91

CX Basic pKa: 8.74

CX LogP: -0.28

CX LogD: -0.29

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.75

References

1. Tsuzuki Y, Tomita K, Sato Y, Kashimoto S, Chiba K..  (2004)  Synthesis and structure-activity relationships of 3-substituted 1,4-dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridines as novel antitumor agents.,  14  (12): [PMID:15149673] [10.1016/j.bmcl.2004.04.011]

Source

Source(1):

• Scientific Literature