MLi_2_NC

ID: ALA4560589

PubChem CID: 155558331

Max Phase: Preclinical

Molecular Formula: C22H27N5O2

Molecular Weight: 393.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(c2cc(-c3nn(C)c4ccc(OC5(C)CC5)cc34)ncn2)C[C@H](C)O1

Standard InChI:  InChI=1S/C22H27N5O2/c1-14-11-27(12-15(2)28-14)20-10-18(23-13-24-20)21-17-9-16(29-22(3)7-8-22)5-6-19(17)26(4)25-21/h5-6,9-10,13-15H,7-8,11-12H2,1-4H3/t14-,15+

Standard InChI Key:  YGCZGTCXWBPTDC-GASCZTMLSA-N

Molfile:  

C22H27N5O2
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   12.0833  -11.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0833  -11.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5417  -11.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0000  -11.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0000  -11.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5417  -10.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5000  -10.8631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8333  -11.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5000  -11.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6667  -12.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3333  -12.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5000  -13.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0000  -13.2381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3750  -12.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083  -12.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8750  -12.9465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0417  -13.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5833  -13.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9167  -13.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7500  -12.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2500  -12.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1667  -12.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5833  -12.1131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7500  -14.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1250  -13.9881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7083  -10.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6250  -11.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1667  -11.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7083  -11.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4167  -11.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9167  -11.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  8  7  1  0
  9  8  2  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 16 17  1  0
 18 17  1  0
 18 19  1  0
 20 19  1  0
 20 21  1  0
 21 16  1  0
 20 22  1  1
 20 23  1  6
 18 24  1  1
 18 25  1  6
  7 26  1  0
  2 27  1  0
 28 27  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560589

   MLi-2-NC

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: 393.49

Molecular Weight (Monoisotopic): 393.2165

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 65.30

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.14

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.87

References

1. SGC Frankfurt.  (2021)  Data for DCP probe MLi-2,  [10.6019/CHEMBL4507291]

2.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

3. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

4. EUbOPEN.  (2023)  Affinity On-target Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210121]

5. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

6. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

Source

Source(3):

• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library