ID: ALA4559773
PubChem CID: 59444266
Max Phase: Preclinical
Molecular Formula: C24H29Cl2N3O3
Molecular Weight: 478.42
Molecule Type: Unknown
Associated Items:
Canonical SMILES: CC(C)(CC(=O)N1CCC(O)(c2ncc(Cl)cc2Cl)C(C)(C)C1)NC(=O)c1ccccc1
Standard InChI: InChI=1S/C24H29Cl2N3O3/c1-22(2)15-29(11-10-24(22,32)20-18(26)12-17(25)14-27-20)19(30)13-23(3,4)28-21(31)16-8-6-5-7-9-16/h5-9,12,14,32H,10-11,13,15H2,1-4H3,(H,28,31)
Standard InChI Key: KQCZUYRSUSTKIL-UHFFFAOYSA-N
Molfile:
RDKit 2D
32 34 0 0 0 0 0 0 0 0999 V2000
20.9828 -13.6694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.1974 -12.8811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.4075 -13.0894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.1596 -14.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.7510 -13.2938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.3420 -14.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.0664 -10.8257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.0652 -11.6493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.7774 -12.0624 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
20.4912 -11.6489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.4884 -10.8221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.7756 -10.4168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.2037 -12.0605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.9091 -13.2894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6227 -12.8831 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
22.6234 -12.0609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.9105 -11.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.3295 -13.2933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.3277 -14.1146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
24.0422 -12.8863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.4659 -12.8894 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
26.1768 -13.2996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.8896 -12.8925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.1750 -14.1209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
21.1974 -11.2384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
27.5969 -13.3046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
28.3092 -12.8983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
28.3115 -12.0761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
27.5955 -11.6619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.8862 -12.0748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.3591 -10.4164 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
21.1940 -10.4099 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 2 1 0
5 4 1 0
6 5 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
10 13 1 0
13 2 1 0
13 17 1 0
2 14 1 0
14 15 1 0
15 16 1 0
16 17 1 0
15 18 1 0
18 19 2 0
18 20 1 0
20 5 1 0
5 21 1 0
21 22 1 0
23 22 1 0
22 24 2 0
13 25 1 0
23 26 2 0
26 27 1 0
27 28 2 0
28 29 1 0
29 30 2 0
30 23 1 0
7 31 1 0
11 32 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: 478.42 | Molecular Weight (Monoisotopic): 477.1586 | AlogP: 4.43 | #Rotatable Bonds: 5 |
| Polar Surface Area: 82.53 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 2 |
| #RO5 Violations: ┄ | HBA (Lipinski): 6 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 12.87 | CX Basic pKa: 0.89 | CX LogP: 3.41 | CX LogD: 3.41 |
| Aromatic Rings: 2 | Heavy Atoms: 32 | QED Weighted: 0.67 | Np Likeness Score: -0.61 |
| 1. (2013) Piperidinyl derivatives as modulators of chemokine receptor activity, |
| 2. Ng, H P HP and 10 more authors. 1999-11-04 Discovery of novel non-peptide CCR1 receptor antagonists. [PMID:10579830] |
| 3. Sabroe, I I and 7 more authors. 2000-08-25 A small molecule antagonist of chemokine receptors CCR1 and CCR3. Potent inhibition of eosinophil function and CCR3-mediated HIV-1 entry. [PMID:10854442] |
| 4. Naya, A A and 7 more authors. 2001-04-26 Design, synthesis, and discovery of a novel CCR1 antagonist. [PMID:11311066] |
| 5. Gladue, Ronald P RP and 19 more authors. 2003-10-17 CP-481,715, a potent and selective CCR1 antagonist with potential therapeutic implications for inflammatory diseases. [PMID:12909630] |
| 6. Revesz, Laszlo L and 12 more authors. 2005-12-01 Novel CCR1 antagonists with oral activity in the mouse collagen induced arthritis. [PMID:16198561] |
| 7. Xie, Yun Feng YF and 15 more authors. 2007-06-15 Structure-activity relationships of novel, highly potent, selective, and orally active CCR1 antagonists. [PMID:17446072] |
| 8. Liu, Huaqing H and 18 more authors. 2008-11-27 cis-4-(Piperazin-1-yl)-5,6,7a,8,9,10,11,11a-octahydrobenzofuro[2,3-h]quinazolin-2-amine (A-987306), a new histamine H4R antagonist that blocks pain responses against carrageenan-induced hyperalgesia. [PMID:18983139] |
| 9. Merritt, J Robert JR and 19 more authors. 2009-03-12 Novel pyrrolidine ureas as C-C chemokine receptor 1 (CCR1) antagonists. [PMID:19183043] |
| 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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