ID: ALA4166976

Max Phase: Preclinical

Molecular Formula: C19H14N6OS

Molecular Weight: 374.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1cc(-c2ccccc2)[nH]c2nc(SCc3nc4ccccc4[nH]3)nn12

Standard InChI:  InChI=1S/C19H14N6OS/c26-17-10-15(12-6-2-1-3-7-12)22-18-23-19(24-25(17)18)27-11-16-20-13-8-4-5-9-14(13)21-16/h1-10H,11H2,(H,20,21)(H,22,23,24)

Standard InChI Key:  KDTKXHZGLKGSRG-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

Properties

Molecular Weight: 374.43

Molecular Weight (Monoisotopic): 374.0950

AlogP: 3.25

#Rotatable Bonds: 4

Polar Surface Area: 91.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.19

CX Basic pKa: 5.15

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -1.64

References

1. Chang L, Xiao M, Yang L, Wang S, Wang SQ, Bender A, Hu A, Chen ZS, Yu B, Liu HM..  (2018)  Discovery of a non-toxic [1,2,4]triazolo[1,5-a]pyrimidin-7-one (WS-10) that modulates ABCB1-mediated multidrug resistance (MDR).,  26  (18): [PMID:30150104] [10.1016/j.bmc.2018.08.021]

2. Chang L, Xiao M, Yang L, Wang S, Wang SQ, Bender A, Hu A, Chen ZS, Yu B, Liu HM..  (2018)  Discovery of a non-toxic [1,2,4]triazolo[1,5-a]pyrimidin-7-one (WS-10) that modulates ABCB1-mediated multidrug resistance (MDR).,  26  (22): [PMID:30401501] [10.1016/j.bmc.2018.10.027]

3. Wang S,Wang SQ,Teng QX,Yang L,Lei ZN,Yuan XH,Huo JF,Chen XB,Wang M,Yu B,Chen ZS,Liu HM.  (2020)  Structure-Based Design, Synthesis, and Biological Evaluation of New Triazolo[1,5-a]Pyrimidine Derivatives as Highly Potent and Orally Active ABCB1 Modulators.,  63  (24): [PMID:33280384] [10.1021/acs.jmedchem.0c01741]

Source

Source(1):

• Scientific Literature