ID: ALA4546480
PubChem CID: 68551780
Max Phase: Preclinical
Molecular Formula: C18H22ClF3N4O2
Molecular Weight: 418.85
Molecule Type: Unknown
Associated Items:
Canonical SMILES: COc1cc(N2CCC(C(O)Cn3nc(C(F)(F)F)nc3C)CC2)ccc1Cl
Standard InChI: InChI=1S/C18H22ClF3N4O2/c1-11-23-17(18(20,21)22)24-26(11)10-15(27)12-5-7-25(8-6-12)13-3-4-14(19)16(9-13)28-2/h3-4,9,12,15,27H,5-8,10H2,1-2H3
Standard InChI Key: ZWZBDOJNJCRALN-UHFFFAOYSA-N
Molfile:
RDKit 2D
28 30 0 0 0 0 0 0 0 0999 V2000
30.0774 -4.6249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.0763 -5.4522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.7910 -5.8652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
31.5075 -5.4517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
31.5047 -4.6213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
30.7893 -4.2121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
29.3615 -5.8642 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
29.3628 -4.2126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
29.3626 -3.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
32.2175 -4.2061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
32.9348 -4.6205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
33.6456 -4.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
33.6467 -3.3834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
32.9308 -2.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
32.2139 -3.3848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.3613 -2.9710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.0757 -3.3835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.7902 -2.9710 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
34.3613 -2.1460 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
36.5390 -3.3092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
37.0910 -2.6961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.6785 -1.9815 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
35.8715 -2.1533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.2569 -1.6030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.8830 -2.9083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.0965 -3.7052 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
38.4663 -2.3250 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
38.6788 -3.1208 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
2 7 1 0
1 8 1 0
8 9 1 0
5 10 1 0
10 11 1 0
10 15 1 0
11 12 1 0
12 13 1 0
13 14 1 0
14 15 1 0
13 16 1 0
16 17 1 0
17 18 1 0
16 19 1 0
18 20 1 0
20 21 2 0
21 22 1 0
22 23 2 0
23 18 1 0
23 24 1 0
21 25 1 0
25 26 1 0
25 27 1 0
25 28 1 0
M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Unknown | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 418.85 | Molecular Weight (Monoisotopic): 418.1383 | AlogP: 3.54 | #Rotatable Bonds: 5 |
| Polar Surface Area: 63.41 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 6 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: ┄ | CX Basic pKa: 3.93 | CX LogP: 3.65 | CX LogD: 3.65 |
| Aromatic Rings: 2 | Heavy Atoms: 28 | QED Weighted: 0.80 | Np Likeness Score: -1.38 |
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| 10. Furber, Mark M and 15 more authors. 2012-12-15 Discovery and evolution of phenoxypiperidine hydroxyamide dual CCR3/H₁ antagonists. Part I. [PMID:23142617] |
| 11. Gardner, Daniel S DS and 23 more authors. 2013-07-01 The discovery of BMS-457, a potent and selective CCR1 antagonist. [PMID:23707259] |
| 12. Santella, Joseph B JB and 26 more authors. 2014-09-25 Discovery of the CCR1 antagonist, BMS-817399, for the treatment of rheumatoid arthritis. [PMID:25101488] |
| 13. Gege, Christian and 15 more authors. 2018-05-15 Identification and biological evaluation of thiazole-based inverse agonists of RORγt. [PMID:29631962] |
| 14. Ortiz Zacarías, Natalia V and 12 more authors. 2018-10-25 Pyrrolone Derivatives as Intracellular Allosteric Modulators for Chemokine Receptors: Selective and Dual-Targeting Inhibitors of CC Chemokine Receptors 1 and 2. [PMID:30256641] |
| 15. Harcken, Christian C and 21 more authors. 2019-02-01 Discovery and optimization of pyrazole amides as antagonists of CCR1. [PMID:30455146] |
| 16. Harcken, Christian C and 21 more authors. 2019-02-01 Identification of novel azaindazole CCR1 antagonist clinical candidates. [PMID:30595446] |
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