(2R,3R)-2-(2,4-difluorophenyl)-3-(2-(2-cyanopyridin-5-yl)-5,6-dihydro-[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

ID: ALA3261615

Chembl Id: CHEMBL3261615

PubChem CID: 76900049

Max Phase: Preclinical

Molecular Formula: C23H21F2N9O

Molecular Weight: 477.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](N1CCn2nc(-c3ccc(C#N)nc3)nc2C1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F

Standard InChI:  InChI=1S/C23H21F2N9O/c1-15(23(35,12-33-14-27-13-29-33)19-5-3-17(24)8-20(19)25)32-6-7-34-21(11-32)30-22(31-34)16-2-4-18(9-26)28-10-16/h2-5,8,10,13-15,35H,6-7,11-12H2,1H3/t15-,23-/m1/s1

Standard InChI Key:  AKUXPYNOBIUMJD-IQMFZBJNSA-N

Alternative Forms

1. Parent:

   

   ALA3261615

   5-[7-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-6,8-dihydro-5H-[1,2,4]triazolo[1,5-a]pyrazin-2-yl]pyridine-2-carbonitrile

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

Calculated Properties

Molecular Weight: 477.48

Molecular Weight (Monoisotopic): 477.1837

AlogP: 1.87

#Rotatable Bonds: 6

Polar Surface Area: 121.57

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.69

CX Basic pKa: 5.28

CX LogP: 1.95

CX LogD: 1.94

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -1.51

References

1. Cao X, Sun Z, Cao Y, Wang R, Cai T, Chu W, Hu W, Yang Y..  (2014)  Design, synthesis, and structure-activity relationship studies of novel fused heterocycles-linked triazoles with good activity and water solubility.,  57  (9): [PMID:24564525] [10.1021/jm4016284]

2. Cao X, Xu Y, Cao Y, Wang R, Zhou R, Chu W, Yang Y..  (2015)  Design, synthesis, and structure-activity relationship studies of novel thienopyrrolidone derivatives with strong antifungal activity against Aspergillus fumigates.,  102  [PMID:26310892] [10.1016/j.ejmech.2015.08.023]

3. Ghobadi E, Saednia S, Emami S..  (2022)  Synthetic approaches and structural diversity of triazolylbutanols derived from voriconazole in the antifungal drug development.,  231  [PMID:35134679] [10.1016/j.ejmech.2022.114161]

Source

Source(1):

• Scientific Literature