N-(4-(5,5-Difluoro-1,3,7,9-tetramethyl-5H-4(Gamma4),5(Gamma4)-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)phenyl)-4-((6-hydroxybenzo[d]-[1,3]dioxol-5-yl)(piperidin-1-yl)methyl)benzamide

ID: ALA4753665

PubChem CID: 162653454

Max Phase: Preclinical

Molecular Formula: C39H39BF2N4O4

Molecular Weight: 676.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(C)=[N+]2C1=C(c1ccc(NC(=O)c3ccc(C(c4cc5c(cc4O)OCO5)N4CCCCC4)cc3)cc1)c1c(C)cc(C)n1[B-]2(F)F

Standard InChI:  InChI=1S/C39H39BF2N4O4/c1-23-18-25(3)45-36(23)35(37-24(2)19-26(4)46(37)40(45,41)42)27-12-14-30(15-13-27)43-39(48)29-10-8-28(9-11-29)38(44-16-6-5-7-17-44)31-20-33-34(21-32(31)47)50-22-49-33/h8-15,18-21,38,47H,5-7,16-17,22H2,1-4H3,(H,43,48)

Standard InChI Key:  MIXVEZHCYAGNQM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 50 57  0  0  0  0  0  0  0  0999 V2000
   11.6789   -2.7874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0956   -3.5041    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   12.5080   -2.7849    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8327   -8.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8299   -7.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1144   -7.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4015   -8.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3981   -7.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6087   -7.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1242   -8.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141   -8.7406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5478   -8.8922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5427   -7.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2588   -7.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5396   -6.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2537   -5.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526   -5.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5385   -4.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237   -5.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8231   -6.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2585   -8.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9736   -8.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6876   -8.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6817   -7.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9661   -7.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4041   -8.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4083   -9.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1165   -8.4548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1122   -7.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8262   -7.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8223   -6.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1053   -5.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3905   -6.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3979   -7.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1011   -5.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3843   -4.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3843   -3.9274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6010   -3.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1167   -4.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -5.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8114   -3.9193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8138   -4.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5931   -4.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0725   -4.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5893   -3.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3461   -2.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3460   -5.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8420   -2.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8503   -5.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  5 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 15  1  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 36 43  1  0
 36 37  2  0
 42  2  1  0
  2 38  1  0
 33 36  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 37  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 42  1  0
 39 47  1  0
 41 48  1  0
 46 49  1  0
 44 50  1  0
M  CHG  2   2  -1  38   1
M  END

Alternative Forms

1. Parent:

   

   ALA4753665

   ---

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: 676.57

Molecular Weight (Monoisotopic): 676.3032

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Shergalis A,Xue D,Gharbia FZ,Driks H,Shrestha B,Tanweer A,Cromer K,Ljungman M,Neamati N.  (2020)  Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.,  63  (18): [PMID:32830969] [10.1021/acs.jmedchem.0c00728]

Source

Source(1):

• Scientific Literature