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-carbaldehyde

ID: ALA108941

Chembl Id: CHEMBL108941

PubChem CID: 44338345

Max Phase: Preclinical

Molecular Formula: C18H18FN5O3S

Molecular Weight: 403.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H18FN5O3S/c1-20-13-7-23(8-14(13)27-2)17-12(19)5-11-15(26)10(9-25)6-24(16(11)22-17)18-21-3-4-28-18/h3-6,9,13-14,20H,7-8H2,1-2H3/t13-,14-/m0/s1

Standard InChI Key:  PNZPBTUHPQUVRK-KBPBESRZSA-N

Alternative Forms

1. Parent:

   

   ALA108941

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

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: 403.44

Molecular Weight (Monoisotopic): 403.1114

AlogP: 1.22

#Rotatable Bonds: 5

Polar Surface Area: 89.35

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.74

CX LogP: 2.02

CX LogD: 0.67

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.74

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