ID: ALA5203255

Max Phase: Preclinical

Molecular Formula: C27H25ClN6O3S

Molecular Weight: 549.06

Representations

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccccc4)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C27H25ClN6O3S/c1-29-26(37)27-13-17(27)21(22(35)23(27)36)34-14-31-20-24(30-12-11-15-5-3-2-4-6-15)32-19(33-25(20)34)10-8-16-7-9-18(28)38-16/h2-7,9,14,17,21-23,35-36H,11-13H2,1H3,(H,29,37)(H,30,32,33)/t17-,21-,22+,23+,27+/m1/s1

Standard InChI Key:  KXUMVOXGLOSYAM-SASJIJFGSA-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: 549.06

Molecular Weight (Monoisotopic): 548.1397

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 125.19

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.12

CX Basic pKa: 3.38

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.27

Np Likeness Score: -0.14

References

1. Tosh DK, Salmaso V, Campbell RG, Rao H, Bitant A, Pottie E, Stove CP, Liu N, Gavrilova O, Gao ZG, Auchampach JA, Jacobson KA..  (2022)  A₃ adenosine receptor agonists containing dopamine moieties for enhanced interspecies affinity.,  228  [PMID:34844790] [10.1016/j.ejmech.2021.113983]

Source

Source(1):

• Scientific Literature