3-(4-Chlorophenyl)-5-{4-[1-(2H-tetrazol-5-yl)cyclopentyl]phenyl}pyridin-2-amine

ID: ALA4777705

PubChem CID: 162644223

Max Phase: Preclinical

Molecular Formula: C23H21ClN6

Molecular Weight: 416.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2ccc(C3(c4nn[nH]n4)CCCC3)cc2)cc1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H21ClN6/c24-19-9-5-16(6-10-19)20-13-17(14-26-21(20)25)15-3-7-18(8-4-15)23(11-1-2-12-23)22-27-29-30-28-22/h3-10,13-14H,1-2,11-12H2,(H2,25,26)(H,27,28,29,30)

Standard InChI Key:  KQBUVBWQFHWPMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.6134  -20.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9526  -20.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103  -21.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304  -21.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2795  -20.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4470  -17.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459  -18.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1539  -18.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8636  -18.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8608  -17.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1521  -17.3052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5684  -18.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5684  -19.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2759  -20.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9839  -19.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9800  -18.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2719  -18.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5669  -17.2992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397  -18.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321  -18.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3245  -18.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3234  -19.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0358  -20.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7404  -19.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6928  -20.1623    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9080  -19.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226  -18.9433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257  -18.7737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6181  -19.4791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631  -20.0847    0.0000 N   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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
 10 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  7 19  1  0
 15 25  1  0
 22  1  1  0
  1 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777705

   ---

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: 416.92

Molecular Weight (Monoisotopic): 416.1516

AlogP: 5.02

#Rotatable Bonds: 4

Polar Surface Area: 93.37

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.00

CX Basic pKa: 5.62

CX LogP: 5.29

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.63

References

1. Dow RL,Ammirati M,Bagley SW,Bhattacharya SK,Buckbinder L,Cortes C,El-Kattan AF,Ford K,Freeman GB,Guimarães CRW,Liu S,Niosi M,Skoura A,Tess D.  (2018)  2-Aminopyridine-Based Mitogen-Activated Protein Kinase Kinase Kinase Kinase 4 (MAP4K4) Inhibitors: Assessment of Mechanism-Based Safety.,  61  (7): [PMID:29570292] [10.1021/acs.jmedchem.8b00152]

Source

Source(1):

• Scientific Literature