(1S,2R,3S,4R,5S)-4-(6-((5-Chlorothiophen-2-yl)ethynyl)-4-(methylamino)-1H-imidazo[4,5-c]pyridin-1-yl)-2,3-dihydroxy-Nmethylbicyclo[3.1.0]hexane-1-carboxamide

ID: ALA4071867

Chembl Id: CHEMBL4071867

PubChem CID: 137638828

Max Phase: Preclinical

Molecular Formula: C21H20ClN5O3S

Molecular Weight: 457.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NC)nc(C#Cc4ccc(Cl)s4)cc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C21H20ClN5O3S/c1-23-19-15-13(7-10(26-19)3-4-11-5-6-14(22)31-11)27(9-25-15)16-12-8-21(12,20(30)24-2)18(29)17(16)28/h5-7,9,12,16-18,28-29H,8H2,1-2H3,(H,23,26)(H,24,30)/t12-,16-,17+,18+,21+/m1/s1

Standard InChI Key:  QCISRXOREXVJGP-NEWQXWLQSA-N

Alternative Forms

1. Parent:

   

   ALA4071867

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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: 457.94

Molecular Weight (Monoisotopic): 457.0975

AlogP: 1.62

#Rotatable Bonds: 3

Polar Surface Area: 112.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: 5.26

CX LogP: 1.54

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: 0.00

References

1. Tosh DK, Janowsky A, Eshleman AJ, Warnick E, Gao ZG, Chen Z, Gizewski E, Auchampach JA, Salvemini D, Jacobson KA..  (2017)  Scaffold Repurposing of Nucleosides (Adenosine Receptor Agonists): Enhanced Activity at the Human Dopamine and Norepinephrine Sodium Symporters.,  60  (7): [PMID:28319392] [10.1021/acs.jmedchem.7b00141]

Source

Source(1):

• Scientific Literature