5-[2-[4-[2-(4-isobutylphenyl)propanoyl]piperazin-1-yl]phenyl]-N-(3-pyrrolidin-1-ylpropyl)pyridine-3-carboxamide

ID: ALA4740553

PubChem CID: 162645002

Max Phase: Preclinical

Molecular Formula: C36H47N5O2

Molecular Weight: 581.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cc1ccc(C(C)C(=O)N2CCN(c3ccccc3-c3cncc(C(=O)NCCCN4CCCC4)c3)CC2)cc1

Standard InChI:  InChI=1S/C36H47N5O2/c1-27(2)23-29-11-13-30(14-12-29)28(3)36(43)41-21-19-40(20-22-41)34-10-5-4-9-33(34)31-24-32(26-37-25-31)35(42)38-15-8-18-39-16-6-7-17-39/h4-5,9-14,24-28H,6-8,15-23H2,1-3H3,(H,38,42)

Standard InChI Key:  UNPRJQIJMSHEIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 47  0  0  0  0  0  0  0  0999 V2000
   21.8818  -21.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8807  -22.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5952  -22.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3155  -22.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3127  -21.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5935  -20.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0295  -20.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7495  -21.2412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0264  -19.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4663  -20.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1861  -21.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9029  -20.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6229  -21.2304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7086  -22.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5201  -22.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9298  -21.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3715  -20.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5944  -23.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8779  -23.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8762  -24.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5904  -24.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3076  -24.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3056  -23.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1647  -23.3104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1709  -22.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4619  -22.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7443  -22.4806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7402  -23.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4538  -23.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0327  -22.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0379  -21.2391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3159  -22.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3107  -23.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5920  -23.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5865  -24.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2985  -24.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0177  -24.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0197  -23.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6043  -22.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2944  -25.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0066  -26.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0024  -27.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7228  -25.7742    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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  3 18  1  0
 19 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 32 39  1  0
 36 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740553

   ---

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: 581.81

Molecular Weight (Monoisotopic): 581.3730

AlogP: 5.62

#Rotatable Bonds: 11

Polar Surface Area: 68.78

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 5.21

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -1.16

References

1. Zhang B,Liao L,Wu F,Zhang F,Sun Z,Chen H,Luo C.  (2020)  Synthesis and structure-activity relationship studies of LLY-507 analogues as SMYD2 inhibitors.,  30  (22): [PMID:33011288] [10.1016/j.bmcl.2020.127598]

Source

Source(1):

• Scientific Literature