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3,5-Di-(3-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine
ID: ALA3102949
PubChem CID: 72792759
Max Phase: Preclinical
Molecular Formula: C21H18N2O2
Molecular Weight: 330.39
Molecule Type: Small molecule
Associated Items:
Names and Identifiers
Canonical SMILES: COc1cccc(-c2cnc3[nH]cc(-c4cccc(OC)c4)c3c2)c1
Standard InChI: InChI=1S/C21H18N2O2/c1-24-17-7-3-5-14(9-17)16-11-19-20(13-23-21(19)22-12-16)15-6-4-8-18(10-15)25-2/h3-13H,1-2H3,(H,22,23)
Standard InChI Key: JYAKTORKVLZNJK-UHFFFAOYSA-N
Molfile:
RDKit 2D
25 28 0 0 0 0 0 0 0 0999 V2000
15.2026 -27.8790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2015 -28.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.9163 -29.1192 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
15.9146 -27.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4881 -27.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.6299 -27.8753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.6301 -28.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.4206 -28.9630 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.9089 -28.2905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.4202 -27.6184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.8082 -26.8911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.6334 -26.8662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.0217 -26.1391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.5853 -25.4379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.7566 -25.4684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.3722 -26.1958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4913 -26.6408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7777 -26.2285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0623 -26.6413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0651 -27.4705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7795 -27.8790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3522 -27.8856 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.6362 -27.4759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8462 -26.1120 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
20.2821 -26.8124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 7 2 0
6 4 2 0
4 1 1 0
1 5 1 0
6 7 1 0
7 8 1 0
8 9 1 0
9 10 2 0
10 6 1 0
10 11 1 0
11 12 2 0
12 13 1 0
13 14 2 0
14 15 1 0
15 16 2 0
16 11 1 0
5 17 2 0
17 18 1 0
18 19 2 0
19 20 1 0
20 21 2 0
21 5 1 0
20 22 1 0
22 23 1 0
13 24 1 0
24 25 1 0
M END
Associated Targets(non-human)
Molecule Features
Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
Chirality: No | Availability: No | Prodrug: No |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Calculated Properties
Molecular Weight: 330.39 | Molecular Weight (Monoisotopic): 330.1368 | AlogP: 4.91 | #Rotatable Bonds: 4 |
Polar Surface Area: 47.14 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 1 |
#RO5 Violations: ┄ | HBA (Lipinski): 4 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: ┄ | CX Basic pKa: 2.95 | CX LogP: 4.20 | CX LogD: 4.20 |
Aromatic Rings: 4 | Heavy Atoms: 25 | QED Weighted: 0.58 | Np Likeness Score: -0.41 |
References
1. Gourdain S, Dairou J, Denhez C, Bui LC, Rodrigues-Lima F, Janel N, Delabar JM, Cariou K, Dodd RH.. (2013) Development of DANDYs, new 3,5-diaryl-7-azaindoles demonstrating potent DYRK1A kinase inhibitory activity., 56 (23): [PMID:24188002] [10.1021/jm401049v] |