7-(4-(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)butoxy)-2H-chromen-2-one hydrochloride

ID: ALA4160822

Chembl Id: CHEMBL4160822

PubChem CID: 134816735

Max Phase: Preclinical

Molecular Formula: C30H35ClN8O4

Molecular Weight: 570.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC1=NC2(CCCCC2)N(c2ccc(OCc3cn(CCCCOc4ccc5ccc(=O)oc5c4)nn3)cc2)C(N)=N1

Standard InChI:  InChI=1S/C30H34N8O4.ClH/c31-28-33-29(32)38(30(34-28)14-2-1-3-15-30)23-8-11-24(12-9-23)41-20-22-19-37(36-35-22)16-4-5-17-40-25-10-6-21-7-13-27(39)42-26(21)18-25;/h6-13,18-19H,1-5,14-17,20H2,(H4,31,32,33,34);1H

Standard InChI Key:  LAGMNANNMYECAS-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: 570.65

Molecular Weight (Monoisotopic): 570.2703

AlogP: 3.93

#Rotatable Bonds: 10

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: 4.08

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.21

Np Likeness Score: -0.64

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