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N-(4-Chlorophenyl)-2-((1R,3s,5S,6r)-3-(5,6-difluoro-1H-benzo[d]-imidazol-1-yl)bicyclo[3.1.0]hexan-6-yl)propanamide ID: ALA4858888
PubChem CID: 164615918
Max Phase: Preclinical
Molecular Formula: C22H20ClF2N3O
Molecular Weight: 415.87
Molecule Type: Unknown
Associated Items:
Names and Identifiers Canonical SMILES: CC(NC(=O)c1ccc(Cl)cc1)[C@H]1[C@@H]2C[C@@H](n3cnc4cc(F)c(F)cc43)C[C@@H]21
Standard InChI: InChI=1S/C22H20ClF2N3O/c1-11(27-22(29)12-2-4-13(23)5-3-12)21-15-6-14(7-16(15)21)28-10-26-19-8-17(24)18(25)9-20(19)28/h2-5,8-11,14-16,21H,6-7H2,1H3,(H,27,29)/t11?,14-,15-,16+,21+
Standard InChI Key: CAPFNEJTKCIVRA-XJQPTBGDSA-N
Molfile:
RDKit 2D
31 35 0 0 0 0 0 0 0 0999 V2000
27.1277 -20.4238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.1666 -21.1926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.5978 -20.4887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.4241 -20.5130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.8552 -19.8099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.4612 -19.0835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.6316 -19.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
28.3442 -21.1712 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
27.9516 -20.4482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.5592 -21.9155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
26.3955 -20.8134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.4264 -19.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.6514 -19.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.1417 -20.3536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.6016 -21.0389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.1788 -21.6045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
26.4197 -19.1656 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
24.3175 -20.3455 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
23.0415 -20.7481 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
23.8228 -21.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.0495 -19.9239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.8348 -19.6801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.0150 -18.8797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.4109 -18.3224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6238 -18.5708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.4472 -19.3706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
28.3826 -19.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.2049 -19.7705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.5902 -17.5195 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
30.8901 -18.3815 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
22.0169 -18.0154 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
1 11 1 0
12 1 1 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 7 1 0
7 28 2 0
28 3 1 0
2 8 1 0
8 9 1 0
2 10 2 0
1 9 1 6
11 12 1 0
12 13 1 0
13 14 1 0
14 15 1 0
11 15 1 0
11 16 1 6
12 17 1 6
14 18 1 6
18 22 1 0
21 19 1 0
19 20 2 0
20 18 1 0
21 22 2 0
22 23 1 0
23 24 2 0
24 25 1 0
25 26 2 0
26 21 1 0
9 27 1 0
24 29 1 0
6 30 1 0
25 31 1 0
M END Associated Targets(Human) Associated Targets(non-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: 415.87Molecular Weight (Monoisotopic): 415.1263AlogP: 4.98#Rotatable Bonds: 4Polar Surface Area: 46.92Molecular Species: NEUTRALHBA: 3HBD: 1#RO5 Violations: ┄HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 5.55CX LogP: 4.30CX LogD: 4.30Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.65Np Likeness Score: -0.95
References 1. Hamilton MM, Mseeh F, McAfoos TJ, Leonard PG, Reyna NJ, Harris AL, Xu A, Han M, Soth MJ, Czako B, Theroff JP, Mandal PK, Burke JP, Virgin-Downey B, Petrocchi A, Pfaffinger D, Rogers NE, Parker CA, Yu SS, Jiang Y, Krapp S, Lammens A, Trevitt G, Tremblay MR, Mikule K, Wilcoxen K, Cross JB, Jones P, Marszalek JR, Lewis RT.. (2021) Discovery of IACS-9779 and IACS-70465 as Potent Inhibitors Targeting Indoleamine 2,3-Dioxygenase 1 (IDO1) Apoenzyme., 64 (15.0): [PMID:34292726 ] [10.1021/acs.jmedchem.1c00679 ]