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.
(2R,3R,4S)-2{{{(1R)-2-Hydroxy-1-[4-(3-thienyl)phenyl]ethyl}-amino}methyl}pyrrolidine-3,4-diol ID: ALA1097686
PubChem CID: 44177403
Max Phase: Preclinical
Molecular Formula: C17H22N2O3S
Molecular Weight: 334.44
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: OC[C@H](NC[C@H]1NC[C@H](O)[C@@H]1O)c1ccc(-c2ccsc2)cc1
Standard InChI: InChI=1S/C17H22N2O3S/c20-9-15(18-7-14-17(22)16(21)8-19-14)12-3-1-11(2-4-12)13-5-6-23-10-13/h1-6,10,14-22H,7-9H2/t14-,15+,16+,17-/m1/s1
Standard InChI Key: JTQCHTZLMPHOLJ-LTIDMASMSA-N
Molfile:
RDKit 2D
23 25 0 0 0 0 0 0 0 0999 V2000
15.1527 0.1167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.1516 -0.7107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.8664 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5828 -0.7102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5800 0.1203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.8646 0.5295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.8621 1.3545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.5754 1.7691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.2911 1.3587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.1464 1.7648 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.4332 1.3502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7175 1.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4726 2.5523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.6476 2.5611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3843 1.7792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0465 1.2873 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
12.1699 3.2337 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.9658 3.2136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.8685 -1.9448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2010 -2.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.4558 -3.2143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.2808 -3.2145 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
16.5358 -2.4299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5 6 2 0
12 11 1 1
12 13 1 0
6 1 1 0
1 2 2 0
6 7 1 0
3 4 2 0
13 14 1 0
14 15 1 0
15 16 1 0
16 12 1 0
7 8 1 0
14 17 1 6
13 18 1 6
19 20 1 0
8 9 1 0
4 5 1 0
7 10 1 1
2 3 1 0
10 11 1 0
20 21 2 0
21 22 1 0
22 23 1 0
23 19 2 0
3 19 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: 334.44Molecular Weight (Monoisotopic): 334.1351AlogP: 0.73#Rotatable Bonds: 6Polar Surface Area: 84.75Molecular Species: BASEHBA: 6HBD: 5#RO5 Violations: ┄HBA (Lipinski): 5HBD (Lipinski): 5#RO5 Violations (Lipinski): ┄CX Acidic pKa: 13.34CX Basic pKa: 9.13CX LogP: 0.59CX LogD: -1.14Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.54Np Likeness Score: -0.07
References 1. Bello C, Cea M, Dal Bello G, Garuti A, Rocco I, Cirmena G, Moran E, Nahimana A, Duchosal MA, Fruscione F, Pronzato P, Grossi F, Patrone F, Ballestrero A, Dupuis M, Sordat B, Nencioni A, Vogel P.. (2010) Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as alpha-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies., 18 (9): [PMID:20346684 ] [10.1016/j.bmc.2010.03.009 ]