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(R)-1-(5-ethyl-4-oxo-1,2,3,4,5,6-hexahydrobenzo[b][1,5]diazocin-8-yl)-3-(2-(2-(2-(methylthio)phenyl)pyrrolidin-1-yl)-2-oxoethyl)urea ID: ALA4530010
PubChem CID: 155545905
Max Phase: Preclinical
Molecular Formula: C26H33N5O3S
Molecular Weight: 495.65
Molecule Type: Unknown
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: CCN1Cc2cc(NC(=O)NCC(=O)N3CCC[C@@H]3c3ccccc3SC)ccc2NCCC1=O
Standard InChI: InChI=1S/C26H33N5O3S/c1-3-30-17-18-15-19(10-11-21(18)27-13-12-24(30)32)29-26(34)28-16-25(33)31-14-6-8-22(31)20-7-4-5-9-23(20)35-2/h4-5,7,9-11,15,22,27H,3,6,8,12-14,16-17H2,1-2H3,(H2,28,29,34)/t22-/m1/s1
Standard InChI Key: XPUPLSFJDSEFKR-JOCHJYFZSA-N
Molfile:
RDKit 2D
35 38 0 0 0 0 0 0 0 0999 V2000
15.5507 -10.4782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.5508 -9.6585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.1259 -9.0835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.1260 -11.0575 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
16.9456 -11.0575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.9456 -9.0834 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.5248 -9.6585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.5217 -10.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.2280 -10.8874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.9379 -10.4802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.9370 -9.6584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.2301 -9.2518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.7952 -10.7896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.8120 -11.8119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.0016 -11.9172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.6452 -10.8893 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
20.3533 -10.4813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.0606 -10.8905 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
20.3540 -9.6642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
21.7687 -10.4825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.4761 -10.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.1841 -10.4837 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
22.4754 -11.7089 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
23.9291 -10.8155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.4764 -10.2087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.0684 -9.5006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.2690 -9.6699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.0985 -11.6134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.4893 -12.1597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.6583 -12.9584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.4361 -13.2120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.0450 -12.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.8729 -11.8640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.4789 -11.3158 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
26.2567 -11.5666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
1 4 1 0
4 5 1 0
5 8 1 0
7 6 1 0
6 3 1 0
7 8 2 0
8 9 1 0
9 10 2 0
10 11 1 0
11 12 2 0
12 7 1 0
1 13 2 0
4 14 1 0
14 15 1 0
10 16 1 0
16 17 1 0
17 18 1 0
17 19 2 0
18 20 1 0
20 21 1 0
21 22 1 0
21 23 2 0
22 24 1 0
24 25 1 0
25 26 1 0
26 27 1 0
27 22 1 0
28 29 2 0
29 30 1 0
30 31 2 0
31 32 1 0
32 33 2 0
33 28 1 0
24 28 1 6
33 34 1 0
34 35 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: 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: 495.65Molecular Weight (Monoisotopic): 495.2304AlogP: 4.06#Rotatable Bonds: 6Polar Surface Area: 93.78Molecular Species: NEUTRALHBA: 5HBD: 3#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 3.83CX LogP: 1.97CX LogD: 1.97Aromatic Rings: 2Heavy Atoms: 35QED Weighted: 0.53Np Likeness Score: -1.31
References 1. Grädler U, Schwarz D, Blaesse M, Leuthner B, Johnson TL, Bernard F, Jiang X, Marx A, Gilardone M, Lemoine H, Roche D, Jorand-Lebrun C.. (2019) Discovery of novel Cyclophilin D inhibitors starting from three dimensional fragments with millimolar potencies., 29 (23): [PMID:31635932 ] [10.1016/j.bmcl.2019.126717 ] 2. Gaali, Steffen S, Kozany, Christian C, Hoogeland, Bastiaan B, Klein, Marielle M and Hausch, Felix F. 2010-12-09 Facile synthesis of a fluorescent cyclosporin a analogue to study cyclophilin 40 and cyclophilin 18 ligands. [PMID:24900244 ] 3. Shore, Emma R ER and 12 more authors. 2016-03-24 Small Molecule Inhibitors of Cyclophilin D To Protect Mitochondrial Function as a Potential Treatment for Acute Pancreatitis. [PMID:26950392 ] 4. Valasani, Koteswara Rao KR and 8 more authors. 2016-03-10 Identification of a Small Molecule Cyclophilin D Inhibitor for Rescuing Aβ-Mediated Mitochondrial Dysfunction. [PMID:26985318 ]