The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.
2-(4-(benzylamino)-1-isopropyl-1H-benzo[d]imidazol-6-yloxy)butan-1-ol ID: ALA1099005
PubChem CID: 44143047
Max Phase: Preclinical
Molecular Formula: C21H27N3O2
Molecular Weight: 353.47
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: CCC(CO)Oc1cc(NCc2ccccc2)c2ncn(C(C)C)c2c1
Standard InChI: InChI=1S/C21H27N3O2/c1-4-17(13-25)26-18-10-19(22-12-16-8-6-5-7-9-16)21-20(11-18)24(14-23-21)15(2)3/h5-11,14-15,17,22,25H,4,12-13H2,1-3H3
Standard InChI Key: URNYJHIIZORIJW-UHFFFAOYSA-N
Molfile:
RDKit 2D
26 28 0 0 0 0 0 0 0 0999 V2000
11.6308 -4.0699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.6294 -4.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3424 -5.3104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0617 -4.8970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0585 -4.0659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3405 -3.6571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7710 -3.6498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4875 -4.0588 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.4916 -4.8838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7792 -5.2973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7830 -6.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4999 -6.5312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2075 -5.2879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2114 -6.1079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.9925 -6.3576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
16.4712 -5.6918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.9860 -5.0309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
16.3988 -7.0674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.9838 -7.7804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.2238 -7.0703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0703 -6.5372 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.0740 -7.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3614 -7.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.6451 -7.3685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7903 -7.7715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7940 -8.5965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13 9 1 0
13 14 2 0
6 1 1 0
1 2 2 0
5 7 1 0
3 4 2 0
7 8 1 0
14 15 1 0
15 16 1 0
16 17 2 0
17 13 1 0
15 18 1 0
8 9 1 0
18 19 1 0
4 5 1 0
18 20 1 0
9 10 2 0
11 21 1 0
2 3 1 0
21 22 1 0
10 11 1 0
22 23 1 0
5 6 2 0
23 24 1 0
11 12 2 0
22 25 1 0
12 14 1 0
25 26 1 0
M END Associated Targets(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: 353.47Molecular Weight (Monoisotopic): 353.2103AlogP: 4.38#Rotatable Bonds: 8Polar Surface Area: 59.31Molecular Species: NEUTRALHBA: 5HBD: 2#RO5 Violations: ┄HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 6.20CX LogP: 3.55CX LogD: 3.52Aromatic Rings: 3Heavy Atoms: 26QED Weighted: 0.63Np Likeness Score: -0.54
References 1. Flaherty PT, Chopra I, Jain P, Yi S, Allen E, Cavanaugh J.. (2010) Identification of benzimidazole-based inhibitors of the mitogen activated kinase-5 signaling pathway., 20 (9): [PMID:20382528 ] [10.1016/j.bmcl.2010.03.033 ] 2. Jain P, Flaherty PT, Yi S, Chopra I, Bleasdell G, Lipay J, Ferandin Y, Meijer L, Madura JD.. (2011) Design, synthesis, and testing of an 6-O-linked series of benzimidazole based inhibitors of CDK5/p25., 19 (1): [PMID:21144757 ] [10.1016/j.bmc.2010.11.022 ] 3. PubChem BioAssay data set,
