4-(Cyclopentylamino)-2-((4-methoxy-2-methylphenyl)amino)-N-methylpyrimidine-5-carboxamide

ID: ALA4788254

PubChem CID: 162668730

Max Phase: Preclinical

Molecular Formula: C19H25N5O2

Molecular Weight: 355.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cnc(Nc2ccc(OC)cc2C)nc1NC1CCCC1

Standard InChI:  InChI=1S/C19H25N5O2/c1-12-10-14(26-3)8-9-16(12)23-19-21-11-15(18(25)20-2)17(24-19)22-13-6-4-5-7-13/h8-11,13H,4-7H2,1-3H3,(H,20,25)(H2,21,22,23,24)

Standard InChI Key:  UKFZCTAXVZNUNV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.7435  -18.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7423  -19.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4545  -19.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -19.0325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1613  -18.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4527  -17.8004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0315  -17.8009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8716  -17.7944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5850  -18.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5847  -19.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2973  -19.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0085  -19.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0028  -18.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2897  -17.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0293  -16.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7187  -19.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0339  -19.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0325  -20.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3269  -19.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185  -19.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6867  -16.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4320  -15.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6148  -15.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3645  -16.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2824  -16.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7236  -20.2354    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
  1  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 12 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 15  1  0
 14 25  1  0
 16 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788254

   ---

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: 355.44

Molecular Weight (Monoisotopic): 355.2008

AlogP: 3.25

#Rotatable Bonds: 6

Polar Surface Area: 88.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.43

CX Basic pKa: 4.11

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.38

References

1. Nissink JWM,Bazzaz S,Blackett C,Clark MA,Collingwood O,Disch JS,Gikunju D,Goldberg K,Guilinger JP,Hardaker E,Hennessy EJ,Jetson R,Keefe AD,McCoull W,McMurray L,Olszewski A,Overman R,Pflug A,Preston M,Rawlins PB,Rivers E,Schimpl M,Smith P,Truman C,Underwood E,Warwicker J,Winter-Holt J,Woodcock S,Zhang Y.  (2021)  Generating Selective Leads for Mer Kinase Inhibitors-Example of a Comprehensive Lead-Generation Strategy.,  64  (6.0): [PMID:33683117] [10.1021/acs.jmedchem.0c01904]

Source

Source(1):

• Scientific Literature