[4-[[[(3S)-1-imidazo[1,2-a]pyrazin-8-ylpyrrolidin-3-yl]amino]methyl]-1-piperidyl]-[(1S,3S,4R)-7-oxabicyclo[2.2.1]heptan-3-yl]methanone

ID: ALA4868656

PubChem CID: 164624219

Max Phase: Preclinical

Molecular Formula: C23H32N6O2

Molecular Weight: 424.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C([C@H]1C[C@@H]2CC[C@H]1O2)N1CCC(CN[C@H]2CCN(c3nccn4ccnc34)C2)CC1

Standard InChI:  InChI=1S/C23H32N6O2/c30-23(19-13-18-1-2-20(19)31-18)28-8-3-16(4-9-28)14-26-17-5-10-29(15-17)22-21-24-6-11-27(21)12-7-25-22/h6-7,11-12,16-20,26H,1-5,8-10,13-15H2/t17-,18-,19-,20+/m0/s1

Standard InChI Key:  NTFDJQKXQGYKDD-LWYYNNOASA-N

Molfile:  

 
     RDKit          2D

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   23.6743   -9.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4290   -9.8110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0675   -9.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.8840   -8.2597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1000   -7.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9079   -7.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2592   -9.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4159  -11.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3472  -11.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9161  -10.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9615  -12.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1471  -12.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7613  -12.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1890  -13.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0068  -13.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3969  -12.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9801  -12.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7961  -13.6645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3586  -11.2749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 23  1  1
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 28 29  1  0
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 25 30  1  0
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 26 31  1  0
 29 32  1  1
 26 33  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4868656

   ---

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: 424.55

Molecular Weight (Monoisotopic): 424.2587

AlogP: 1.70

#Rotatable Bonds: 5

Polar Surface Area: 75.00

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.65

CX LogP: 0.20

CX LogD: -2.01

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.79

Np Likeness Score: -0.87

References

1. Aspnes GE, Menhaji-Klotz E, Boehm M, Londregan AT, Lee ECY, Limberakis C, Coffey SB, Brown JA, Jones RM, Hesp KD..  (2021)  Discovery and evaluation of non-basic small molecule modulators of the atypical chemokine receptor CXCR7.,  50  [PMID:34400299] [10.1016/j.bmcl.2021.128320]

Source

Source(1):

• Scientific Literature