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N1-((4-chlorophenyl)(phenyl)methyl)-N2-(4-((6-methoxyquinolin-8-yl)amino)pentyl)hydrazine-1,2-dicarboxamide ID: ALA3330899
PubChem CID: 118713295
Max Phase: Preclinical
Molecular Formula: C30H33ClN6O3
Molecular Weight: 561.09
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: COc1cc(NC(C)CCCNC(=O)NNC(=O)NC(c2ccccc2)c2ccc(Cl)cc2)c2ncccc2c1
Standard InChI: InChI=1S/C30H33ClN6O3/c1-20(34-26-19-25(40-2)18-23-11-7-16-32-28(23)26)8-6-17-33-29(38)36-37-30(39)35-27(21-9-4-3-5-10-21)22-12-14-24(31)15-13-22/h3-5,7,9-16,18-20,27,34H,6,8,17H2,1-2H3,(H2,33,36,38)(H2,35,37,39)
Standard InChI Key: NAHXECAGIFJKER-UHFFFAOYSA-N
Molfile:
RDKit 2D
40 43 0 0 0 0 0 0 0 0999 V2000
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8.6455 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.6455 -4.9267 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7.9159 -4.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.9159 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.2360 -3.2725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.5063 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.5063 -4.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.2360 -4.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.2360 -5.7517 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
6.5063 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7807 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7807 -4.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.2360 -2.4475 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.9159 -2.0122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.3751 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0551 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.7806 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.5103 -5.7517 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
12.2400 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9198 -5.7517 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.6495 -6.1373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.3751 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.1047 -6.1373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
15.7846 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5143 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5143 -6.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.2439 -7.4018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.9239 -6.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.9239 -6.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.2439 -5.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.6494 -7.4018 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
15.7846 -4.9267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5143 -4.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5143 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.7846 -3.2725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.1047 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.1047 -4.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3751 -4.9267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
12.2400 -6.9664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 1 0
4 5 2 0
5 6 1 0
6 7 2 0
7 8 1 0
8 9 2 0
9 4 1 0
10 9 1 0
11 10 2 0
12 11 1 0
13 12 2 0
8 13 1 0
6 14 1 0
14 15 1 0
2 16 1 0
16 17 1 0
17 18 1 0
18 19 1 0
19 20 1 0
20 21 1 0
21 22 1 0
22 23 1 0
23 24 1 0
24 25 1 0
25 26 1 0
26 27 2 0
27 28 1 0
28 29 2 0
29 30 1 0
30 31 2 0
31 26 1 0
29 32 1 0
25 33 1 0
33 34 2 0
34 35 1 0
35 36 2 0
36 37 1 0
37 38 2 0
38 33 1 0
23 39 2 0
20 40 2 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: 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: 561.09Molecular Weight (Monoisotopic): 560.2303AlogP: 5.78#Rotatable Bonds: 10Polar Surface Area: 116.41Molecular Species: NEUTRALHBA: 5HBD: 5#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski): 2CX Acidic pKa: 9.81CX Basic pKa: 4.07CX LogP: 4.54CX LogD: 4.54Aromatic Rings: 4Heavy Atoms: 40QED Weighted: 0.12Np Likeness Score: -1.22
References 1. Pavić K, Perković I, Cindrić M, Pranjić M, Martin-Kleiner I, Kralj M, Schols D, Hadjipavlou-Litina D, Katsori AM, Zorc B.. (2014) Novel semicarbazides and ureas of primaquine with bulky aryl or hydroxyalkyl substituents: synthesis, cytostatic and antioxidative activity., 86 [PMID:25203780 ] [10.1016/j.ejmech.2014.09.013 ] 2. Levatić J, Pavić K, Perković I, Uzelac L, Ester K, Kralj M, Kaiser M, Rottmann M, Supek F, Zorc B.. (2018) Machine learning prioritizes synthesis of primaquine ureidoamides with high antimalarial activity and attenuated cytotoxicity., 146 [PMID:29407988 ] [10.1016/j.ejmech.2018.01.062 ]