N-(4-((4-(Cyclopropylamino)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)cyclopropanecarbox-amide

ID: ALA4778997

PubChem CID: 118905979

Max Phase: Preclinical

Molecular Formula: C18H18F3N5O

Molecular Weight: 377.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Nc2ncc(C(F)(F)F)c(NC3CC3)n2)cc1)C1CC1

Standard InChI:  InChI=1S/C18H18F3N5O/c19-18(20,21)14-9-22-17(26-15(14)23-11-3-4-11)25-13-7-5-12(6-8-13)24-16(27)10-1-2-10/h5-11H,1-4H2,(H,24,27)(H2,22,23,25,26)

Standard InChI Key:  AFBATZRGYWDQFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   18.8641  -16.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8630  -17.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5710  -17.8983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2807  -17.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2779  -16.6662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5693  -16.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1563  -16.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1561  -15.4442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4487  -16.6702    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4458  -15.8527    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1550  -17.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9891  -17.8964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9903  -18.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2820  -19.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2829  -19.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6968  -19.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1543  -18.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7484  -19.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5655  -19.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7077  -19.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9943  -20.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9956  -21.1664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2885  -21.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2897  -22.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5802  -21.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1669  -20.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7594  -21.1726    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
  7  8  1  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 21  2  0
 20 16  2  0
 16 13  1  0
 11 17  1  0
 18 17  1  0
 19 18  1  0
 17 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 26 25  1  0
 27 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778997

   ---

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: 377.37

Molecular Weight (Monoisotopic): 377.1463

AlogP: 4.16

#Rotatable Bonds: 6

Polar Surface Area: 78.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: 4.30

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.70

References

1. Ren H,Bakas NA,Vamos M,Chaikuad A,Limpert AS,Wimer CD,Brun SN,Lambert LJ,Tautz L,Celeridad M,Sheffler DJ,Knapp S,Shaw RJ,Cosford NDP.  (2020)  Design, Synthesis, and Characterization of an Orally Active Dual-Specific ULK1/2 Autophagy Inhibitor that Synergizes with the PARP Inhibitor Olaparib for the Treatment of Triple-Negative Breast Cancer.,  63  (23): [PMID:33200929] [10.1021/acs.jmedchem.0c00873]

Source

Source(1):

• Scientific Literature