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(2S,3aS,6aS)-1-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]octahydrocyclopenta[b]pyrrole-2-carbonitrile ID: ALA3330073
PubChem CID: 118712788
Max Phase: Preclinical
Molecular Formula: C18H20F3N3O
Molecular Weight: 351.37
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: N#C[C@@H]1C[C@@H]2CCC[C@@H]2N1C(=O)C[C@H](N)Cc1cc(F)c(F)cc1F
Standard InChI: InChI=1S/C18H20F3N3O/c19-14-8-16(21)15(20)6-11(14)4-12(23)7-18(25)24-13(9-22)5-10-2-1-3-17(10)24/h6,8,10,12-13,17H,1-5,7,23H2/t10-,12+,13-,17-/m0/s1
Standard InChI Key: LVDNNHBINPPRBD-IMODNSLOSA-N
Molfile:
RDKit 2D
27 29 0 0 0 0 0 0 0 0999 V2000
11.7488 -17.7223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.7477 -18.5418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.4557 -18.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1654 -18.5413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1625 -17.7187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.4539 -17.3134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8737 -18.9488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.5808 -18.5391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2891 -18.9466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.5795 -17.7219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
15.9962 -18.5369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.7045 -18.9444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
15.9949 -17.7197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
16.7915 -19.7551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.5911 -19.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.1880 -20.3022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.5817 -20.8501 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.4508 -18.6090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.9948 -19.2129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.7374 -18.8821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.6522 -18.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.8571 -17.9050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.0372 -17.8957 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
18.7005 -19.6208 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
11.0410 -17.3139 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
12.4555 -19.7680 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
12.4515 -16.4962 0.0000 F 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
6 1 1 0
4 7 1 0
7 8 1 0
8 9 1 0
8 10 1 1
9 11 1 0
11 12 1 0
11 13 2 0
12 14 1 0
14 15 1 0
15 19 1 0
18 12 1 0
16 17 3 0
14 16 1 1
18 19 1 0
19 20 1 0
20 21 1 0
21 22 1 0
22 18 1 0
18 23 1 6
19 24 1 6
1 25 1 0
3 26 1 0
6 27 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: 351.37Molecular Weight (Monoisotopic): 351.1558AlogP: 2.66#Rotatable Bonds: 4Polar Surface Area: 70.12Molecular Species: BASEHBA: 3HBD: 1#RO5 Violations: ┄HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 8.78CX LogP: 2.22CX LogD: 0.83Aromatic Rings: 1Heavy Atoms: 25QED Weighted: 0.85Np Likeness Score: -0.46
References 1. Ji X, Xia C, Wang J, Su M, Zhang L, Dong T, Li Z, Wan X, Li J, Li J, Zhao L, Gao Z, Jiang H, Liu H.. (2014) Design, synthesis and biological evaluation of 4-fluoropyrrolidine-2-carbonitrile and octahydrocyclopenta[b]pyrrole-2-carbonitrile derivatives as dipeptidyl peptidase IV inhibitors., 86 [PMID:25164763 ] [10.1016/j.ejmech.2014.08.059 ]