7-(3-(4-((4-(2,4-diamino-1,3,5-triazaspiro[5.5]undeca-2,4-dien-1-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)propoxy)-2H-chromen-2-one hydrochloride

ID: ALA4174883

Chembl Id: CHEMBL4174883

PubChem CID: 134816733

Max Phase: Preclinical

Molecular Formula: C29H33ClN8O4

Molecular Weight: 556.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC1=NC2(CCCCC2)N(c2ccc(OCc3cn(CCCOc4ccc5ccc(=O)oc5c4)nn3)cc2)C(N)=N1

Standard InChI:  InChI=1S/C29H32N8O4.ClH/c30-27-32-28(31)37(29(33-27)13-2-1-3-14-29)22-7-10-23(11-8-22)40-19-21-18-36(35-34-21)15-4-16-39-24-9-5-20-6-12-26(38)41-25(20)17-24;/h5-12,17-18H,1-4,13-16,19H2,(H4,30,31,32,33);1H

Standard InChI Key:  ZUZSUMBWTMASEL-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: 556.63

Molecular Weight (Monoisotopic): 556.2547

AlogP: 3.54

#Rotatable Bonds: 9

Polar Surface Area: 159.38

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.07

CX LogP: 3.56

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.67

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