6-((5-(4-((2,4-Diamino-1,3,5-triazaspiro[5.5]undeca-2,4-dien-1-yl)methyl)-1H-1,2,3-triazol-1-yl)pentyl)oxy)-2H-chromen-2-one hydrochloride

ID: ALA4171895

Chembl Id: CHEMBL4171895

PubChem CID: 145950302

Max Phase: Preclinical

Molecular Formula: C25H33ClN8O3

Molecular Weight: 492.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC1=NC2(CCCCC2)N(Cc2cn(CCCCCOc3ccc4oc(=O)ccc4c3)nn2)C(N)=N1

Standard InChI:  InChI=1S/C25H32N8O3.ClH/c26-23-28-24(27)33(25(29-23)11-3-1-4-12-25)17-19-16-32(31-30-19)13-5-2-6-14-35-20-8-9-21-18(15-20)7-10-22(34)36-21;/h7-10,15-16H,1-6,11-14,17H2,(H4,26,27,28,29);1H

Standard InChI Key:  FSNDEOMAORYWDR-UHFFFAOYSA-N

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: 492.58

Molecular Weight (Monoisotopic): 492.2597

AlogP: 2.74

#Rotatable Bonds: 9

Polar Surface Area: 150.15

Molecular Species: BASE

HBA: 11

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.39

CX LogP: 2.87

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -0.62

References

1. Yang X, Wedajo W, Yamada Y, Dahlroth SL, Neo JJ, Dick T, Chui WK..  (2018)  1,3,5-triazaspiro[5.5]undeca-2,4-dienes as selective Mycobacterium tuberculosis dihydrofolate reductase inhibitors with potent whole cell activity.,  144  [PMID:29274493] [10.1016/j.ejmech.2017.12.017]

Source

Source(1):

• Scientific Literature