(1R,5S,6r)-N3-ethyl-N6-((S)-1-(imidazo[1,2-a]pyrazin-8-yl)pyrrolidin-3-yl)-N3-methyl-3-azabicyclo[3.1.0]hexane-3,6-dicarboxamide

ID: ALA4848754

PubChem CID: 164616654

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(c2nccn3ccnc23)C1

Standard InChI:  InChI=1S/C20H27N7O2/c1-3-24(2)20(29)27-11-14-15(12-27)16(14)19(28)23-13-4-7-26(10-13)18-17-21-5-8-25(17)9-6-22-18/h5-6,8-9,13-16H,3-4,7,10-12H2,1-2H3,(H,23,28)/t13-,14-,15+,16+/m0/s1

Standard InChI Key:  PJIAHNBJWXGOAI-CAOSSQGBSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   17.4623  -27.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2795  -27.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5338  -26.5126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8709  -26.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2121  -26.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3023  -26.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9051  -26.8112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6799  -26.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8551  -25.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2492  -25.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4680  -25.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2510  -24.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4794  -24.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0010  -24.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4348  -26.2604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8278  -26.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0505  -26.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9980  -27.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2519  -26.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5047  -25.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8424  -25.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1802  -25.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4333  -26.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809  -25.3659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4618  -27.5162    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4029  -25.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2328  -24.8994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7957  -26.2456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9964  -26.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8813  -27.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4502  -26.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  5  1  1  0
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  6  7  2  0
  6 11  1  0
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  9 10  1  0
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 12 13  2  0
 13 14  1  0
 14 11  2  0
  5 15  1  6
 15 16  1  0
 17 16  1  1
 16 18  2  0
 20 17  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
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 23 19  1  0
 20 24  1  1
 19 25  1  1
 22 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 30 28  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848754

   ---

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: 3.65

CX LogP: -1.22

CX LogD: -1.22

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -1.39

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