The store will not work correctly when cookies are disabled.
3-Hydroxy-1-methyl-5-(phenoxymethyl)-1H-pyrazole-4-carboxamide
ID: ALA4449622
PubChem CID: 155520669
Max Phase: Preclinical
Molecular Formula: C12H13N3O3
Molecular Weight: 247.25
Molecule Type: Unknown
Associated Items:
Names and Identifiers
Canonical SMILES: Cn1nc(O)c(C(N)=O)c1COc1ccccc1
Standard InChI: InChI=1S/C12H13N3O3/c1-15-9(10(11(13)16)12(17)14-15)7-18-8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H2,13,16)(H,14,17)
Standard InChI Key: AQBWQUGKNGINFQ-UHFFFAOYSA-N
Molfile:
RDKit 2D
18 19 0 0 0 0 0 0 0 0999 V2000
42.9653 -17.6485 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
43.6282 -17.1706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
43.3738 -16.3897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.5567 -16.3897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.3023 -17.1706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
44.0800 -15.9785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
44.0769 -15.1613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
42.9653 -18.4656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.0766 -15.7284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
44.7893 -16.3844 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
44.3306 -17.5779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
44.3290 -18.3951 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
45.0359 -18.8050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
45.0320 -19.6219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
45.7381 -20.0318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
46.4475 -19.6245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
46.4465 -18.8031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
45.7398 -18.3969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4 5 2 0
2 3 2 0
1 2 1 0
3 4 1 0
5 1 1 0
3 6 1 0
6 7 2 0
1 8 1 0
4 9 1 0
6 10 1 0
2 11 1 0
11 12 1 0
12 13 1 0
13 14 2 0
14 15 1 0
15 16 2 0
16 17 1 0
17 18 2 0
18 13 1 0
M END
Associated Targets(Human)
Associated Targets(non-human)
Molecule Features
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 |
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: 247.25 | Molecular Weight (Monoisotopic): 247.0957 | AlogP: 0.80 | #Rotatable Bonds: 4 |
Polar Surface Area: 90.37 | Molecular Species: ACID | HBA: 5 | HBD: 2 |
#RO5 Violations: ┄ | HBA (Lipinski): 6 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: 4.94 | CX Basic pKa: 0.14 | CX LogP: 1.68 | CX LogD: 0.06 |
Aromatic Rings: 2 | Heavy Atoms: 18 | QED Weighted: 0.84 | Np Likeness Score: -1.01 |
References
1. Pippione AC, Sainas S, Goyal P, Fritzson I, Cassiano GC, Giraudo A, Giorgis M, Tavella TA, Bagnati R, Rolando B, Caing-Carlsson R, Costa FTM, Andrade CH, Al-Karadaghi S, Boschi D, Friemann R, Lolli ML.. (2019) Hydroxyazole scaffold-based Plasmodium falciparum dihydroorotate dehydrogenase inhibitors: Synthesis, biological evaluation and X-ray structural studies., 163 [PMID:30529545] [10.1016/j.ejmech.2018.11.044] |