1-((R)-1-(2,4-Dichlorophenyl)ethyl)-6-(3-((R)-1-(2-hydroxyethyl)piperidin-3-yl)azetidin-1-yl)-1H-pyrazolo[3,4-b]pyrazine-3-carbonitrile

ID: ALA4637143

Chembl Id: CHEMBL4637143

PubChem CID: 134225255

Max Phase: Preclinical

Molecular Formula: C24H27Cl2N7O

Molecular Weight: 500.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccc(Cl)cc1Cl)n1nc(C#N)c2ncc(N3CC([C@H]4CCCN(CCO)C4)C3)nc21

Standard InChI:  InChI=1S/C24H27Cl2N7O/c1-15(19-5-4-18(25)9-20(19)26)33-24-23(21(10-27)30-33)28-11-22(29-24)32-13-17(14-32)16-3-2-6-31(12-16)7-8-34/h4-5,9,11,15-17,34H,2-3,6-8,12-14H2,1H3/t15-,16+/m1/s1

Standard InChI Key:  PNCGVFJZWKHMCL-CVEARBPZSA-N

Alternative Forms

1. Parent:

   

   ALA4637143

   ---

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: 500.43

Molecular Weight (Monoisotopic): 499.1654

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 94.10

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.48

CX LogP: 3.76

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.25

References

1. Robles O, Jackson JJ, Marshall L, Talay O, Chian D, Cutler G, Diokno R, Hu DX, Jacobson S, Karbarz E, Kassner PD, Ketcham JM, McKinnell J, Meleza C, Reilly MK, Riegler E, Shunatona HP, Wadsworth A, Younai A, Brockstedt DG, Wustrow DJ, Zibinsky M..  (2020)  Novel Piperidinyl-Azetidines as Potent and Selective CCR4 Antagonists Elicit Antitumor Response as a Single Agent and in Combination with Checkpoint Inhibitors.,  63  (15): [PMID:32667798] [10.1021/acs.jmedchem.0c00988]

Source

Source(1):

• Scientific Literature