9-methyl-4-(4-(2-(1H-imidazol-1-yl)ethyl)piperazin-1-yl)-pyrrolo[1,2-a]quinoxaline

ID: ALA578809

PubChem CID: 44541940

Max Phase: Preclinical

Molecular Formula: C21H24N6

Molecular Weight: 360.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2nc(N3CCN(CCn4ccnc4)CC3)c3cccn3c12

Standard InChI:  InChI=1S/C21H24N6/c1-17-4-2-5-18-20(17)27-8-3-6-19(27)21(23-18)26-14-12-24(13-15-26)10-11-25-9-7-22-16-25/h2-9,16H,10-15H2,1H3

Standard InChI Key:  PJNPXONFXSTOIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.2123  -18.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9997  -18.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4730  -17.6339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9780  -16.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7675  -13.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7663  -14.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4799  -14.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781  -13.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923  -13.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957  -14.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138  -14.7791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6330  -14.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070  -13.1156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301  -13.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2503  -12.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9104  -12.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0803  -12.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3473  -14.7727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3463  -15.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0565  -16.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712  -15.6008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712  -14.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0565  -14.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4839  -16.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4828  -16.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757  -12.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13 15  1  0
 14 15  1  0
  6  7  2  0
  2  3  2  0
  7  8  1  0
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  3  4  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 10  9  2  0
 13 19  1  0
 19 20  1  0
  9  6  1  0
 10 11  1  0
  4  5  2  0
  5  1  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
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  1  2  1  0
 22 25  1  0
 10 14  1  0
 25 26  1  0
 26  1  1  0
 11 12  1  0
  9 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA578809

   9-methyl-4-(4-(2-(1H-imidazol-1-yl)ethyl)piperazin-1-yl)-pyrrolo[1,2-a]quinoxaline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.47

Molecular Weight (Monoisotopic): 360.2062

AlogP: 2.81

#Rotatable Bonds: 4

Polar Surface Area: 41.60

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.77

CX LogP: 2.77

CX LogD: 2.25

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.69

References

1. Butini S, Budriesi R, Hamon M, Morelli E, Gemma S, Brindisi M, Borrelli G, Novellino E, Fiorini I, Ioan P, Chiarini A, Cagnotto A, Mennini T, Fracasso C, Caccia S, Campiani G..  (2009)  Novel, potent, and selective quinoxaline-based 5-HT(3) receptor ligands. 1. Further structure-activity relationships and pharmacological characterization.,  52  (21): [PMID:19831400] [10.1021/jm901126m]

Source

Source(1):

• Scientific Literature