PFI-6

ID: ALA4752253

PubChem CID: 155925909

Max Phase: Preclinical

Molecular Formula: C22H21N3O4

Molecular Weight: 391.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(-c2cc(C(=O)N[C@@H]3CCc4ccccc43)no2)cc1O

Standard InChI:  InChI=1S/C22H21N3O4/c1-25(2)22(28)16-9-7-14(11-19(16)26)20-12-18(24-29-20)21(27)23-17-10-8-13-5-3-4-6-15(13)17/h3-7,9,11-12,17,26H,8,10H2,1-2H3,(H,23,27)/t17-/m1/s1

Standard InChI Key:  IXWUILRSNIQHDM-QGZVFWFLSA-N

Molfile:  

     RDKit          2D

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    9.8688  -11.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2587  -12.7709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1404  -13.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7669  -12.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9871  -10.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4953  -10.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8852  -11.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -9.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2238   -7.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421   -6.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8421   -6.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786   -5.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520   -4.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6401   -3.1891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -2.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135   -2.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8373   -5.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5921   -4.2382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -5.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7155   -7.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5972   -8.8167    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  1  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  2  0
 13 26  2  0
 26 27  1  0
 10 28  1  0
 28 29  2  0
 29  6  1  0
 27 11  1  0
 20 16  1  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752253

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.43

Molecular Weight (Monoisotopic): 391.1532

AlogP: 3.17

#Rotatable Bonds: 4

Polar Surface Area: 95.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.69

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.10

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.27

References

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

2.  (2022)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomis Library 2 (NanoBRET),  [10.6019/CHEMBL5058541]

3. EUbOPEN.  (2022)  ITC assay results for EUbOPEN Chemical Probe Library,  [10.6019/CHEMBL5069381]

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(2):

• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library