ethyl (1S,2R,3S,4R,5S)-4-[5-[2-(5-chloro-2-thienyl)ethynyl]-7-(methylamino)imidazo[4,5-b]pyridin-3-yl]-2,3-dihydroxy-bicyclo[3.1.0]hexane-1-carboxylate

ID: ALA4784793

Chembl Id: CHEMBL4784793

PubChem CID: 162665927

Max Phase: Preclinical

Molecular Formula: C22H21ClN4O4S

Molecular Weight: 472.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NC)cc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C22H21ClN4O4S/c1-3-31-21(30)22-9-13(22)17(18(28)19(22)29)27-10-25-16-14(24-2)8-11(26-20(16)27)4-5-12-6-7-15(23)32-12/h6-8,10,13,17-19,28-29H,3,9H2,1-2H3,(H,24,26)/t13-,17-,18+,19+,22+/m1/s1

Standard InChI Key:  UGGIESUIHAXUKG-RQEHDQILSA-N

Alternative Forms

1. Parent:

   

   ALA4784793

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated 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: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: 3.81

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.05

References

1. Tosh DK,Salmaso V,Rao H,Campbell R,Bitant A,Gao ZG,Auchampach JA,Jacobson KA.  (2020)  Direct Comparison of (N)-Methanocarba and Ribose-Containing 2-Arylalkynyladenosine Derivatives as A Receptor Agonists.,  11  (10): [PMID:33062176] [10.1021/acsmedchemlett.9b00637]

Source

Source(1):

• Scientific Literature