2-Cyanoethyl 4-(4-((5-chloro-4-((2-(methylcarbamoyl)phenyl)amino)pyrimidin-2-yl)amino)benzoyl)piperazine-1-carbodithioate

ID: ALA4538710

PubChem CID: 155548815

Max Phase: Preclinical

Molecular Formula: C27H27ClN8O2S2

Molecular Weight: 595.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Nc1nc(Nc2ccc(C(=O)N3CCN(C(=S)SCCC#N)CC3)cc2)ncc1Cl

Standard InChI:  InChI=1S/C27H27ClN8O2S2/c1-30-24(37)20-5-2-3-6-22(20)33-23-21(28)17-31-26(34-23)32-19-9-7-18(8-10-19)25(38)35-12-14-36(15-13-35)27(39)40-16-4-11-29/h2-3,5-10,17H,4,12-16H2,1H3,(H,30,37)(H2,31,32,33,34)

Standard InChI Key:  AKGPHMOJVOKNTN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
    4.1423   -3.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -4.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492   -4.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5589   -4.3519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561   -3.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8474   -3.1240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2622   -3.1180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9715   -3.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345   -3.1244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -3.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3121   -3.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118   -4.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246   -4.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -4.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9712   -4.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796   -4.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3868   -4.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3810   -3.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6721   -3.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0965   -4.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1007   -5.5555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8022   -4.3261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5088   -4.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2123   -4.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2124   -3.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5027   -3.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7931   -3.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -2.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -1.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3126   -1.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3134   -1.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331   -4.7604    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9196   -3.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6278   -3.5086    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9185   -2.2838    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3350   -3.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0432   -3.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7504   -3.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4552   -2.6920    0.0000 N   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
  1  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 11 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
  2 33  1  0
 26 34  1  0
 34 35  1  0
 34 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538710

   ---

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: 595.15

Molecular Weight (Monoisotopic): 594.1387

AlogP: 4.67

#Rotatable Bonds: 8

Polar Surface Area: 126.28

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.47

CX Basic pKa: 2.48

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.74

References

1. Su Y, Li R, Ning X, Lin Z, Zhao X, Zhou J, Liu J, Jin Y, Yin Y..  (2019)  Discovery of 2,4-diarylaminopyrimidine derivatives bearing dithiocarbamate moiety as novel FAK inhibitors with antitumor and anti-angiogenesis activities.,  177  [PMID:31129452] [10.1016/j.ejmech.2019.05.048]

Source

Source(1):

• Scientific Literature