ID: ALA3628523

Max Phase: Preclinical

Molecular Formula: C26H32N4O4

Molecular Weight: 464.57

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Canonical SMILES: CCN1CCN(CCCOc2ccc(Nc3c(C(=O)O)cnc4ccc(OC)cc34)cc2)CC1

Standard InChI: InChI=1S/C26H32N4O4/c1-3-29-12-14-30(15-13-29)11-4-16-34-20-7-5-19(6-8-20)28-25-22-17-21(33-2)9-10-24(22)27-18-23(25)26(31)32/h5-10,17-18H,3-4,11-16H2,1-2H3,(H,27,28)(H,31,32)

Standard InChI Key: ARTFDNBCARRITC-UHFFFAOYSA-N

Associated Targets(non-human)

DNA gyrase subunit B 445 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DNA gyrase subunit A/DNA gyrase subunit B 505 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DNA gyrase subunit B 542 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DNA gyrase subunit B 290 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 28094 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mycobacterium tuberculosis 203094 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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

Properties

Molecular Weight: 464.57	Molecular Weight (Monoisotopic): 464.2424	AlogP: 4.09	#Rotatable Bonds: 10
Polar Surface Area: 87.16	Molecular Species: ACID	HBA: 7	HBD: 2
#RO5 Violations: 0	HBA (Lipinski): 8	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 2.02	CX Basic pKa: 8.35	CX LogP: 1.96	CX LogD: 1.88
Aromatic Rings: 3	Heavy Atoms: 34	QED Weighted: 0.43	Np Likeness Score: -1.21

References

1. Medapi B, Suryadevara P, Renuka J, Sridevi JP, Yogeeswari P, Sriram D.. (2015) 4-Aminoquinoline derivatives as novel Mycobacterium tuberculosis GyrB inhibitors: Structural optimization, synthesis and biological evaluation., 103 [PMID:26318054] [10.1016/j.ejmech.2015.06.032]