(1R,5S,6r)-N3-ethyl-N3-methyl-N6-((S)-1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxamide

ID: ALA4846449

PubChem CID: 164608960

Max Phase: Preclinical

Molecular Formula: C20H27N7O2

Molecular Weight: 397.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C)C(=O)N1C[C@@H]2[C@H](C1)[C@H]2C(=O)N[C@H]1CCN(c2nccn3nccc23)C1

Standard InChI:  InChI=1S/C20H27N7O2/c1-3-24(2)20(29)26-11-14-15(12-26)17(14)19(28)23-13-5-8-25(10-13)18-16-4-6-22-27(16)9-7-21-18/h4,6-7,9,13-15,17H,3,5,8,10-12H2,1-2H3,(H,23,28)/t13-,14-,15+,17+/m0/s1

Standard InChI Key:  FKNRKBTYJGYESS-LJIGWXMPSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   20.3967   -5.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2139   -5.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4683   -4.7951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8053   -4.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1466   -4.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2367   -4.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3693   -4.5429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7622   -5.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9849   -4.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9325   -5.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1864   -5.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4392   -4.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7769   -3.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1146   -4.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3678   -5.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154   -3.6485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3963   -5.7988    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3374   -3.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1673   -3.1819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7302   -4.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9309   -4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8158   -5.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3847   -4.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8343   -5.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6000   -4.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7732   -4.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4024   -3.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1746   -3.5165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1801   -2.7064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4113   -2.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9308   -3.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  1  0
  5  7  1  6
  7  8  1  0
  9  8  1  1
  8 10  2  0
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  9 11  1  0
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 15 11  1  0
 12 16  1  1
 11 17  1  1
 14 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 22 20  1  0
 21 23  1  0
  6 24  2  0
  6 27  1  0
 24 25  1  0
 25 26  2  0
 26 28  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846449

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.2226

AlogP: 0.67

#Rotatable Bonds: 4

Polar Surface Area: 86.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.04

CX LogP: -0.48

CX LogD: -0.48

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -1.55

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