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1-([1,1'-biphenyl]-4-ylmethyl)-6-fluoro-7-((3-(methylamino)propyl)amino)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ID: ALA4526574
PubChem CID: 134603997
Max Phase: Preclinical
Molecular Formula: C27H26FN3O3
Molecular Weight: 459.52
Molecule Type: Unknown
Associated Items:
Names and Identifiers Canonical SMILES: CNCCCNc1cc2c(cc1F)c(=O)c(C(=O)O)cn2Cc1ccc(-c2ccccc2)cc1
Standard InChI: InChI=1S/C27H26FN3O3/c1-29-12-5-13-30-24-15-25-21(14-23(24)28)26(32)22(27(33)34)17-31(25)16-18-8-10-20(11-9-18)19-6-3-2-4-7-19/h2-4,6-11,14-15,17,29-30H,5,12-13,16H2,1H3,(H,33,34)
Standard InChI Key: SWCXTSVBPJBWNP-UHFFFAOYSA-N
Molfile:
RDKit 2D
34 37 0 0 0 0 0 0 0 0999 V2000
18.6041 -17.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.6030 -18.3189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.3110 -18.7279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.3092 -17.0905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.0179 -17.4958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.0167 -18.3165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.7229 -18.7255 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
21.4348 -18.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.4359 -17.4978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.7252 -17.0842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.7252 -16.2670 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
22.1446 -17.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.8513 -17.5012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
22.1466 -16.2737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
20.7206 -19.5427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.4272 -19.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.4235 -20.7693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.1293 -21.1798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.8391 -20.7731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.8388 -19.9517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.1324 -19.5449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.5444 -21.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.5419 -21.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.2482 -22.4087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.9575 -22.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.9560 -21.1797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.2492 -20.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.8963 -17.0910 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
17.8950 -18.7270 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.1876 -18.3178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.4795 -18.7259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.7722 -18.3167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.0641 -18.7247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.3567 -18.3156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 6 2 0
5 4 2 0
4 1 1 0
5 6 1 0
5 10 1 0
6 7 1 0
7 8 1 0
8 9 2 0
9 10 1 0
10 11 2 0
9 12 1 0
12 13 1 0
12 14 2 0
7 15 1 0
15 16 1 0
16 17 2 0
17 18 1 0
18 19 2 0
19 20 1 0
20 21 2 0
21 16 1 0
22 23 2 0
23 24 1 0
24 25 2 0
25 26 1 0
26 27 2 0
27 22 1 0
19 22 1 0
1 28 1 0
2 29 1 0
29 30 1 0
30 31 1 0
31 32 1 0
32 33 1 0
33 34 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 459.52Molecular Weight (Monoisotopic): 459.1958AlogP: 4.58#Rotatable Bonds: 9Polar Surface Area: 83.36Molecular Species: ZWITTERIONHBA: 5HBD: 3#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski): ┄CX Acidic pKa: 5.84CX Basic pKa: 10.12CX LogP: 1.59CX LogD: 1.58Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.32Np Likeness Score: -0.84
References 1. Delgado JL, Lentz SRC, Kulkarni CA, Chheda PR, Held HA, Hiasa H, Kerns RJ.. (2019) Probing structural requirements for human topoisomerase I inhibition by a novel N1-Biphenyl fluoroquinolone., 172 [PMID:30959322 ] [10.1016/j.ejmech.2019.03.040 ]