ID: ALA5201437

Max Phase: Preclinical

Molecular Formula: C22H21ClN4O4S

Molecular Weight: 472.95

Representations

Canonical SMILES:  CCOC(=O)[C@]12C[C@@H]1[C@@H](n1ccc3c(NC)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C22H21ClN4O4S/c1-3-31-21(30)22-10-13(22)16(17(28)18(22)29)27-9-8-12-19(24-2)25-15(26-20(12)27)7-5-11-4-6-14(23)32-11/h4,6,8-9,13,16-18,28-29H,3,10H2,1-2H3,(H,24,25,26)/t13-,16-,17+,18+,22-/m1/s1

Standard InChI Key:  PNWKLDPCWUUNTL-WNQRMCIFSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 472.95

Molecular Weight (Monoisotopic): 472.0972

AlogP: 2.43

#Rotatable Bonds: 4

Polar Surface Area: 109.50

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.12

CX Basic pKa: 5.08

CX LogP: 3.26

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.07

References

1. Abel B, Murakami M, Tosh DK, Yu J, Lusvarghi S, Campbell RG, Gao ZG, Jacobson KA, Ambudkar SV..  (2022)  Interaction of A₃ adenosine receptor ligands with the human multidrug transporter ABCG2.,  231  [PMID:35152062] [10.1016/j.ejmech.2022.114103]

2. Jacobson KA, Salmaso V, Suresh RR, Tosh DK..  (2021)  Expanding the repertoire of methanocarba nucleosides from purinergic signaling to diverse targets.,  12  (11.0): [PMID:34825182] [10.1039/D1MD00167A]

Source

Source(1):

• Scientific Literature