N-(2-((R)-3-(1-(1-((R)-1-(2,4-Dichlorophenyl)ethyl)-3-methyl-1H-pyrazolo[3,4-b]pyrazin-6-yl)azetidin-3-yl)piperidin-1-yl)ethyl)methanesulfonamide

ID: ALA4647188

PubChem CID: 134210845

Max Phase: Preclinical

Molecular Formula: C25H33Cl2N7O2S

Molecular Weight: 566.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn([C@H](C)c2ccc(Cl)cc2Cl)c2nc(N3CC([C@H]4CCCN(CCNS(C)(=O)=O)C4)C3)cnc12

Standard InChI:  InChI=1S/C25H33Cl2N7O2S/c1-16-24-25(34(31-16)17(2)21-7-6-20(26)11-22(21)27)30-23(12-28-24)33-14-19(15-33)18-5-4-9-32(13-18)10-8-29-37(3,35)36/h6-7,11-12,17-19,29H,4-5,8-10,13-15H2,1-3H3/t17-,18+/m1/s1

Standard InChI Key:  UBQUARZVFOTNKI-MSOLQXFVSA-N

Molfile:  

 
     RDKit          2D

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   18.7197  -15.4069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4647188

   ---

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: 566.56

Molecular Weight (Monoisotopic): 565.1793

AlogP: 3.75

#Rotatable Bonds: 8

Polar Surface Area: 96.25

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.35

CX Basic pKa: 8.24

CX LogP: 2.86

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.44

Np Likeness Score: -1.47

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