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1-(4-((6-Methoxyquinolin-8-yl)amino)pentyl)-3-(2-(tritylamino)ethyl)urea ID: ALA3330913
PubChem CID: 118713310
Max Phase: Preclinical
Molecular Formula: C37H41N5O2
Molecular Weight: 587.77
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: COc1cc(NC(C)CCCNC(=O)NCCNC(c2ccccc2)(c2ccccc2)c2ccccc2)c2ncccc2c1
Standard InChI: InChI=1S/C37H41N5O2/c1-28(42-34-27-33(44-2)26-29-15-13-22-38-35(29)34)14-12-23-39-36(43)40-24-25-41-37(30-16-6-3-7-17-30,31-18-8-4-9-19-31)32-20-10-5-11-21-32/h3-11,13,15-22,26-28,41-42H,12,14,23-25H2,1-2H3,(H2,39,40,43)
Standard InChI Key: PEUAJGPWAFZYPN-UHFFFAOYSA-N
Molfile:
RDKit 2D
44 48 0 0 0 0 0 0 0 0999 V2000
3.5622 -5.8782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2421 -6.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2921 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5622 -7.5301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8364 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8364 -6.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1065 -7.5301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1065 -8.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8364 -8.7480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5622 -8.3601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.9721 -7.4842 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.7020 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7020 -6.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.4320 -7.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.1620 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.8418 -7.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.5718 -7.0962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
9.3017 -7.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0276 -7.0962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
10.7116 -7.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.4416 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1716 -7.4842 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
12.8514 -7.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.3017 -8.3101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.5622 -5.0523 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.8364 -4.6143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.5274 -7.4910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.4593 -6.4153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4354 -6.5071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.8558 -5.7356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.4644 -5.0552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.6778 -5.0539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.2842 -5.7387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.6780 -6.4164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.5206 -8.2713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.1956 -8.6660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.8765 -8.2780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.8780 -7.4912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.2023 -7.1000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.2379 -6.7211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.8216 -6.1328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.6036 -5.3315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7965 -5.1219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.2163 -5.7118 0.0000 C 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
1 6 1 0
5 7 1 0
8 7 2 0
9 8 1 0
10 9 2 0
4 10 1 0
3 11 1 0
12 11 1 0
13 12 1 0
12 14 1 0
14 15 1 0
15 16 1 0
16 17 1 0
17 18 1 0
18 19 1 0
20 19 1 0
20 21 1 0
21 22 1 0
22 23 1 0
18 24 2 0
1 25 1 0
25 26 1 0
23 27 1 0
23 28 1 0
23 29 1 0
28 30 2 0
30 31 1 0
31 32 2 0
32 33 1 0
33 34 2 0
34 28 1 0
27 35 2 0
35 36 1 0
36 37 2 0
37 38 1 0
38 39 2 0
39 27 1 0
29 40 2 0
40 41 1 0
41 42 2 0
42 43 1 0
43 44 2 0
44 29 1 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: 587.77Molecular Weight (Monoisotopic): 587.3260AlogP: 6.70#Rotatable Bonds: 14Polar Surface Area: 87.31Molecular Species: NEUTRALHBA: 5HBD: 4#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski): 2CX Acidic pKa: ┄CX Basic pKa: 7.53CX LogP: 6.14CX LogD: 5.77Aromatic Rings: 5Heavy Atoms: 44QED Weighted: 0.09Np Likeness Score: -0.56
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 ]