(4-((4-chloro-2-fluorophenyl)(pyridin-3-yl)methyl)piperazin-1-yl)(4-methylthiazol-2-yl)methanone

Names and Identifiers

Canonical SMILES: Cc1csc(C(=O)N2CCN(C(c3cccnc3)c3ccc(Cl)cc3F)CC2)n1

Standard InChI: InChI=1S/C21H20ClFN4OS/c1-14-13-29-20(25-14)21(28)27-9-7-26(8-10-27)19(15-3-2-6-24-12-15)17-5-4-16(22)11-18(17)23/h2-6,11-13,19H,7-10H2,1H3

Standard InChI Key: QAKDFKKVHYQOIO-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    1.9219  -12.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207  -13.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6288  -13.8083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3384  -13.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356  -12.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270  -12.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0418  -12.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7510  -12.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0387  -11.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500  -10.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488  -10.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414   -9.7152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3334  -10.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3329  -10.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414   -8.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491   -8.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337   -8.4894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7508  -13.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4592  -13.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1663  -13.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606  -12.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516  -12.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4987   -8.8185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0455   -8.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369   -7.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376   -7.6735    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582   -8.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443  -11.3395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761  -13.7852    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 16 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 16  1  0
 24 27  1  0
 22 28  1  0
 20 29  1  0
M  END

Alternative Forms

Parent:

ALA2334337
[4-[(4-Chloro-2-fluorophenyl)-pyridin-3-ylmethyl]piperazin-1-yl]-(4-methyl-1,3-thiazol-2-yl)methanone

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4/3A5 (100 Activities)

Discover Target: CYP3A4

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

Associated Targets(non-human)

L6 (7924 Activities)

Explore this target

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

Trypanosoma cruzi (99888 Activities)

Explore this target

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

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

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: 430.94	Molecular Weight (Monoisotopic): 430.1030	AlogP: 4.19	#Rotatable Bonds: 4
Polar Surface Area: 49.33	Molecular Species: NEUTRAL	HBA: 5	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 4.44	CX LogP: 3.32	CX LogD: 3.32
Aromatic Rings: 3	Heavy Atoms: 29	QED Weighted: 0.62	Np Likeness Score: -2.14

References

1. Keenan M, Alexander PW, Diao H, Best WM, Khong A, Kerfoot M, Thompson RC, White KL, Shackleford DM, Ryan E, Gregg AD, Charman SA, von Geldern TW, Scandale I, Chatelain E.. (2013) Design, structure-activity relationship and in vivo efficacy of piperazine analogues of fenarimol as inhibitors of Trypanosoma cruzi., 21 (7): [PMID:23462713] [10.1016/j.bmc.2013.01.050]

Source

Source(1):

Scientific Literature